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

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18 Falls Roxbury CT 06783

Roxbury, CT18 Falls Road

Price$4,300,000

Est. Mortgage: $/month

MLS Number 170216895

  • Single Family
  • Property Style Colonial
  • Bedrooms 6
  • Bathroom 7
  • Acreage 9.64

Turn key, with total privacy and available for quick closing is this stunning compound with 200 +/- feet of Shepaug River frontage. This property simply has it all for working, schooling and entertaining at home, what ever your needs. Long gated driveway & flat open land. Only minutes from the villages of Roxbury or Bridgewater. 10 minutes to the Mayflower Inn & Spa in Washington. Fish from your own back yard! 5-6 bedroom main house w/ gourmet eat-in kitchen opening to vaulted family room w/ cupola. Main & 2nd floor master bedrooms, finished lower level with gym, sauna, and meticulous storage areas. Attached in-law apartment with full kitchen. Large covered porch, French doors from every room leading to multiple terraces & professionally landacaped gardens. 2 car attached garage. Gunite Pool & Jacuzzi with oversized blue stone terrace. Glorious fully outfitted Pool/Guest House with full kitchen, bath, changing rooms, pergola & outdoor fireplace. Uber chic Party Barn/game room w/ guest room, 1.5 baths, full kitchen, vaulted ceiling, double sided stone fireplace & 1 car garage. Generator. Completely Luxurious Perfection!

Listing Courtesy of William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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Painter Ridge Roxbury CT 06783

Roxbury, CTPainter Ridge Road

Price$4,195,000

Est. Mortgage: $/month

MLS Number 170326463

  • Land
  • Acreage 3.05

Are you ready to build your dream home that will surely boast one the best views in all of Roxbury? Let your imagination run wild for this 3-acre plot of land, as the possibilities are truly endless. Featuring 20-mile views both East and West, this land is perfect for soaking in the sunrise while sipping your morning coffee and winding down in the evening with a glass of wine as the sun sets. With 5,500-6,000 square feet to play with, you'll have the opportunity to partner with a local, well-renowned builder who will help design your dream home-3-car garage, 5 en-suite bedrooms, and an additional powder room on the first floor-that is reflective of your personal style. Only 90 miles from Manhattan, this is a perfect retreat away from the hustle and bustle of the city. What's more, Roxbury has one of the state's lowest mill rates, which will reflect accordingly in your property tax bill. Come make this exquisite piece of land YOURS today!

Listing Courtesy of Archway Realty Group

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%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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20 Grassy Hill Roxbury CT 06783

Roxbury, CT20 Grassy Hill Road

Price$1,549,000

Est. Mortgage: $/month

MLS Number 170296059

  • Single Family
  • Property Style Contemporary, Barn
  • Bedrooms 5
  • Bathroom 9
  • Acreage 3

Set on a Gorgeous Scenic Country Equestrian road. Contemporary with high ceilings, Open Floor Plan and Light everywhere from the grand window! Lush lawn and pasture with Horse Barn. Impeccably maintained grounds. The front entrance opens to a grand staircase with colossal ceilings, Hardwood floors and enormous picture windows with an exceptional view from every room - The open kitchen offers gorgeous stone countertops and backsplash with island for easy entertaining. From the impeccable flagstone patio, to the sprawling 3-acre lawn. An enormous master suite includes beautiful en suite, large walk-in closet with built-ins & giant soaking tub! The lower level is complete with an abundance of space that could be used as an additional living space, home entertainment room or home based business! Other amenities..Horse Barn, gorgeous & mature landscaping, home office/art studio(separate structure), in-law suite, three-car garage, freshly painted inside and out, close proximity to town, & much more!

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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11 Farm Roxbury CT 06783

Roxbury, CT11 Farm Road

Price$1,395,000

Est. Mortgage: $/month

MLS Number 170317525

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 14.32

Spacious Shingle-Style home with complete privacy bordered by 100 acres of protected land. Large open kitchen with breakfast nook and center island. Every room on the main floor has access to the outdoors with huge windows and multiple porches. Main floor separate office with doors for privacy. Unfinished room on second floor could be a second office if needed. Quality construction throughout - hardwood floors, high ceilings, crown moldings, beautiful mill work, copper & architectural shingle roofing. Two brooks, gorgeous landscaping and a raised, fenced vegetable garden. 3 car garage with separate lead with large unfinished attic that could be guest apt. Unfinished basement has high ceilings and walls of windows. Perfect for finishing into game room and gym. 10 minutes to Washington or the New Milford Greens. House generator in place.

Listing Courtesy of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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101 South Roxbury CT 06783

Roxbury, CT101 South Street

Price$1,295,000

Est. Mortgage: $/month

MLS Number 170306375

  • Single Family
  • Property Style Contemporary
  • Bedrooms 6
  • Bathroom 6
  • Acreage 38.05

Live in your own nature preserve! Enjoy complete privacy down long driveway where this striking home is set in the middle of 38+/- lush acres. The back deck looks out to rushing brook, pond, waterfall and gorgeous rocky outcroppings. The kitchen opens to the family room with wrap around windows and a dramatic circular fireplace around which all the activity of the room rotates. Upstairs, there are 4 bedrooms and 3 baths, the master having its own office area or dressing room. The 2 guest baths are newly renovated. There is an additional 2 bedroom apartment over the garage which makes a great in-law suite or private offices for a perfect work at home scenario. The finished basement features a playroom, exercise room and an amazing 3,600 bottle wine cellar. Generator. All offers subject to bank approval.

Listing Courtesy of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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30 Apple Roxbury CT 06783

Roxbury, CT30 Apple Lane

Price$1,195,000

Est. Mortgage: $/month

MLS Number 170311540

  • Single Family
  • Property Style Cape Cod, Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 3.01

Gorgeous Cape in building process and will be ready to move in mid February or March! High quality home by area master builder, Sturges Brothers, in beautiful Apple Lane location with lush level land and mature trees throughout the property. Level lawn for play area and place for pool. The home offers 4 bedrooms, a first level master bedroom and additionally a second master bedroom option on the upper level, with two additional bedrooms and 3 and 1/2 baths. Designed with open concept floor plan and 9+ foot ceilings, this home offering great gathering spaces and a lower level walk out for future finishing. Just a short walk to Apple Lane Park, River Road Preserve for great hiking trails, the Roxbury Library, Maple Bank Farm and just minutes to town!

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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South Roxbury CT 06783

Roxbury, CTSouth Street

Price$975,000

Est. Mortgage: $/month

MLS Number 170305263

  • Land
  • Acreage 18

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!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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17 Farm Roxbury CT 06783

Roxbury, CT17 Farm Road

Price$899,000

Est. Mortgage: $/month

MLS Number 170330198

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Acreage 14.08
  • Square Feet 2,907

Privacy abounds on 14+ acres located off one of the most scenic roads in Roxbury. Bordered by 100+ acres of land trust, this 3 bedroom home with two additional office spaces sits nestled into the elevated landscape. This perfectly proportioned hideaway features a first floor master suite, vaulted ceiling sunroom, dedicated main floor office as well as central air, automatic generator and wood floors throughout. A quality build with the room to expand, the home also includes a finished lower level with half bath and two rooms. Enjoy peaceful evenings on the expansive deck with serene surroundings - leave the trees for a treehouse feel or open up the land for a more distant view. Located just 90 minutes from Manhattan and a quick drive to all that Washington, Roxbury and Litchfield have to offer!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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137 Flag Swamp Roxbury CT 06783

MLS Number 170282135

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 3

Amazing views and all the modern comforts in this reproduction colonial located along a quiet, lightly traveled country road, with easy access to a wide range of local farm fresh or bricks and mortar shopping. Grand stone fireplaces in the vaulted living room and kitchen anchor this move-in ready home positioned to enjoy the portrait-worthy western vista across the Shepaug River Valley, framing the Stuart Family Farm and 200+ acres of preserved land. Both the kitchen and first floor master suite have french doors that open up to an expansive stone patio with grilling, cocktail seating and outdoor dining areas from which to soak up the big views. Two additional guest bedrooms upstairs and a third exercise room/office that could easily be made into an upstairs Master. There is a walkout in-law suite in the basement with a tub/shower in the full bath, a kitchenette and both interior and exterior entryways. The mudroom side entry, a laundry station and a powder room are just off of the main kitchen. Original cottage and barn foundations offer interesting possibilities with cleared land suitable for paddocks.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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138 Southbury Roxbury CT 06783

Roxbury, CT138 Southbury Road

Price$649,000

Est. Mortgage: $/month

MLS Number 170351408

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 4
  • Acreage 3

Do Not Miss Out! Best value in Roxbury. IN LAW APARTMENT in lower level walk out with its own entrance! Impeccably maintained country contemporary with beautiful landscaping and many specimen trees. 3 acre setting is private and close to town. The interior is bright and open with wood floors on main and upper levels. Fireplaces are in the living room, family room and also the In Law on the lower level. The kitchen has granite counter tops, stainless appliances, a slider to the large deck and is open to the family room. The large deck on the main level as well as the upper deck off the Master Suite face west with beautiful sunset views. There is an attached 3 car garage. 24 hour notice needed, must wear mask and gloves.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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114 River Roxbury CT 06783

Roxbury, CT114 River Road

Price$579,000

Est. Mortgage: $/month

MLS Number 170318191

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 6.29

2-3 Bedroom 1 full bath with laundry (washer and dryer included)Accessory Apt (over three car garage) collecting $1,800.00 per month Main house-1st floor 2 bedrooms 1 1/2 baths with mudroom and laundry, basement access for storage with Bilco Doors to exterior. Collecting $2,200 per month Complete overhaul renovation in 2018-2019-New Andersen windows and doors and slider, new exterior vinyl siding, and PVC trim, new exterior decking, new electrical upgrades, recessed lighting, dimmers, new fresh paint, new appliances in both units including washer and dryer units. New front entrance door, upgraded insulation throughout home interior. 1,100sf unfinished walk-up attic space. Upgraded propane furnace/hotwater heater combo, etc...

Listing Courtesy of McGorty Real Estate Services

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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95 Lower County Roxbury CT 06783

Roxbury, CT95 Lower County Road

Price$550,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170362246

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 4
  • Bathroom 3
  • Acreage 3.16

Come Home to a wonderful country 4 Bedroom Cape home set on 3.16 acres! Enjoy the beauty of this lightly wooded level property with its brick walkway and front brick Patio surrounded by beautiful flower gardens or spend time sitting by your own Koi Pond. This home was custom built with Open Floor Plan on main level: Enjoy the Custom Kitchen with its tiled floor, Breakfast bar, Walk-in Bay window with window seat that over looks the front yard; Dining Area with hardwood floors, French doors to outside, & Wood stove; Cozy Living Room with hardwood floors, brick fireplace and separate flue for potential wood stove. The upper level boasts of large carpeted open foyer/playroom/office with window seat, Master Bedroom with Full Bath and Dressing Area, 3 Bedrooms, Full Hall Bath; Office with cathedral ceiling & French doors (Currently an Art Room). Other amenities: Convenient 1st floor Mud Room/Laundry Room with plenty of storage and utility sink; Central Vacuum; Lots of Cubbies and Closets; Central Air; Generac 6500 generator; Well Pump 2020. Region 12 schools. 90 minutes form NYC! Low, low taxes!

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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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.