Roxbury CT Luxury Homes for Sale

Find the latest luxury homes for sale in Roxbury. Search through a variety of residential listings to find your new property. Save your favorite listings when you register with us, and you can receive email notifications when new properties match your criteria. You may also be interested in viewing luxury real estate listings in Litchfield County.

Luxury Homes in Roxbury Connecticut

Contact The Matthews Group for more information and to schedule a showing.

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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$
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$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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43 Squire Roxbury CT 06783

Roxbury, CT43 Squire Road

Price$2,195,000

Est. Mortgage: $/month

MLS Number 170350542

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 4
  • Bathroom 3
  • Acreage 8.83

Shangri-la .... under 80 minutes from NYC. Magnificently sited, private 8+ acres with updated 1940's 4 bedroom Cape Cod with open concept floor plan. A heated gunite pool and stone terrace over overlook Tierney Land Preserve and Jack's Brook and a long driveway leads you through an allay of hemlocks and out to level and rolling lawn, a fruit orchard and protected views. An overlook of Rushing Jack's brook and cascading waterfall abutting nearby hiking trails for great walks, make this a one of a kind estate property.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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: 2.79% last updated on Jan 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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: 2.79% last updated on Jan 14, 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.

Virtual TourSave FavoriteSchedule TourAsk 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.