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

Pending Continue to Show

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!

Listed by William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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36 Bronson Roxbury CT 06783

Roxbury, CT36 Bronson Mountain

Price$2,900,000

Est. Mortgage: $/month

MLS Number 170368340

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Acreage 12.5
  • Square Feet 6,494

One of a kind custom built property with celebrity appeal! Sitting on 14 Acres with Wonderful Mountain views the property is located on a gated private road that offers complete privacy from the press and unwanted 3rd party visitors. The home has been meticulously designed both inside and out. The finest details were incorporated in the design from top to bottom. With over 6400 square feet of living space, 5 beds, 4.1 baths, first floor home theater room, open concept kitchen and living room, formal dining room, first floor office, and a finished basement (with an additional 3400 square feet) that offers space for 10 cars this property offers plenty of size flexibility. Located just 90 minutes from NYC this estate is a rare find! Pre approval or proof of funds required before showing and listing agent must be present.

Listing Courtesy of Century 21 AllPoints Realty

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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238 Painter Hill Roxbury CT 06783
Pending Continue to Show

MLS Number 170388180

  • Single Family
  • Property Style Antique, Farm House
  • Bedrooms 5
  • Bathroom 4
  • Acreage 11.36

Picture-perfect essence of NE. c.1872. 5 BR main residence, guest house, gunite pool, screened porches, brick dining patio w/ pergola. Fully renovated in 2015 while maintaining all of its charm. Quiet setting w/ western exposure at the top of Painter Hill. Ideally sited on 12+/- AC of level lawn w/ antique canopied trees, flowering perennials, rebuilt stone walls, pond, bocci court & orchard. Interior w/ period details. Oak flooring & exposed hand-hewn beams. Country kitchen w/ glass-faced cabinetry, soapstone counters & designer appliances - Subzero refrigerator, Wolf stove + walk-in pantry, butler closet. Formal dining room w/ 8-over-8 windows, sunset views & direct access to outdoor dining patio. Adjacent are the formal LR w/ views of the grounds, FP & cozy family room/media nook. Main floor master suite, private screened porch, walk-in closet/dressing room, marble BA, dbl sinks, soaking tub & separate shower. Also on main floor, office, laundry rm w/ dbl set of Miele washer/dryers. On 2nd floor, 4 guest BRs, 2 w/ sleeping coves & built-in storage, 2 full baths. Partially finished lower level w/ temperature-controlled wine cellar & pantry. Guesthouse/ home office w/ full eat-in kit w/ the quality of the main house. Main level en-suite BR & 1/2 BA. Upper level w/ media room & sleeping alcoves. Full house generator & irrigation system. Plans are avail for barns/garage. Orig antique barnwood avail for construction - inquire on pricing. 90 minutes from NYC.

Listed by William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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71 Chalybes Roxbury CT 06783

MLS Number 170388694

  • Single Family
  • Property Style Other
  • Bedrooms 3
  • Bathroom 4
  • Acreage 5.91

Sophisticated country retreat with nearly 6 secluded acres on quiet road in Roxbury. Meticulously renovated with upmost taste and standards. Exquisite tile and millwork throughout. Recently redone chef's kitchen with Danby Imperial marble counter tops, professional appliances, pantry, exposed beams. Light, bright great room boasts sky high ceilings, stone fireplace, built-ins, dining space. Walk out to newly landscaped patio. Fabulous en-suite master bedroom with office space, large walk-in closet, fireplace, lofted ceilings. Additional 2/3 bedrooms on main floor. Fourth bedroom currently used as media room with jack & jill bathroom. Glassed in sun room with stone floor. Heated, gunite pool and spa updated in 2019. Mature plantings, stone walls - outdoor entertaining at its finest. Finished space in basement for gym. Everything you could possibly need to work/live/play/entertain at home. Quick 1.5 hour drive from NYC. MLS Required Disclosure: Owner / Agent related.

Listed by William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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$2,295,000

Est. Mortgage: $/month

MLS Number 170350542

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

Spectacular and one of a kind estate and setting in Litchfield County offers views over Tierney Land Trust with a private walking path to cascading waterfall, "Mo Cuishle" or My Love is just under 80 minutes from NYC. Magnificently sited, private 8+ acres with Pool, updated and freshly painted 1940's 4 bedroom Cape Cod, with an Open concept floor plan make if a great weekend retreat of full time easy living home. A heated gunite pool, blue stone terrace with steps leading down to the pool and overlook of Tierney Land Preserve and Jack's Brook with a long driveway which leads you through an allee of hemlocks and out to level and rolling lawn with a fruit orchard and protected views. There is a walking trail that wraps around the property and gives an overlook of rushing Jack's brook and the cascading waterfall, abutting nearby hiking trails for great walks which make this a one of a kind estate property!

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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110 Town Line Roxbury CT 06783

MLS Number 170372704

  • Land
  • Acreage 36

Rare opportunity to build on one of the most beautiful elevated sunny parcels in Roxbury with dramatic vistas of the Shepaug River Valley and 240-degree views. Seller is in the process of having the property surveyed and perc tested. Will be delivered shovel ready.

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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 Town Line Roxbury CT 06783

MLS Number 170385553

  • Single Family
  • Property Style Colonial
  • Bedrooms 7
  • Bathroom 1
  • Acreage 41

Unencumbered acres* comprising antique Dickinson Dairy House, sheds, and Greyledge Flag Barn. The land offers rare potential either as a renovation opportunity or as a new build given the dramatic vistas of the Shepaug River Valley afforded by the elevation and 240-degree views. The Dickinson Dairy House (aka the Seruphas Ward House c. 1845) is a vernacular farmhouse influenced by the Greek Revival style. It is composed of an early 19th-century center hall building and a recessed kitchen wing to the south with a full English basement at the rear. The Dairy House provides an interesting perspective how country builders at this time integrated both colonial and Greek Revival styles in Litchfield County. The home has not been occupied since the current owner purchased the property and it requires extensive renovation. Located to the south of the house is the Greyledge Barn -- constructed in 1996 and built of weathered siding from a barn in Indiana to replicate the look and aesthetic of a calving barn of similar size that used to occupy the rocky promontory that defines Greyledge Farm and the Estate. The barn is now used primarily for vehicle and equipment storage; however, it can be easily repurposed as it has a poured concrete floor, excellent natural light, and the structural integrity of a new building. View shed restrictions apply. Survey in process. Exact acreage TBD.

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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: 3.04% last updated on Apr 15, 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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92 Botsford Hill Roxbury CT 06783

Roxbury, CT92 Botsford Hill Road

Price$1,500,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170374374

  • Single Family
  • Property Style Antique, Farm House
  • Bedrooms 3
  • Bathroom 3
  • Acreage 6.04

Fully renovated in 2020 by a locally renowned architect, character, charm, convenience, and romance continue to define this stunning property, located in a whisper-quiet setting on an elevated position with mountain vistas along one of the most scenic country roads in Litchfield County. The white clapboard antique “modern” is beautifully sited on 6± cleared acres of rolling meadow bordered by stone walls and accented with canopied shade trees, a babbling brook, a spring-fed pond alive with life, and abundant birdsong… this is the picture-perfect essence of New England just 90 minutes from NYC. The offering includes a 3-4-bedroom main house, 1-bedroom guest cottage, 4-stall horse barn, and detached garage/outbuilding. The core of the home is the historical farmhouse which has since been expanded and fully modernized into a family home or turnkey key away property. Floor plans available online.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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$1,500,000

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.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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$1,349,000

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.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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lot Squire Roxbury CT 06783

Roxbury, CTlot Squire Road

Price$1,150,000

Est. Mortgage: $/month

MLS Number 170388623

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Acreage 3.05
  • Square Feet 3,500

Would you like to escape for the weekend to one of the most beautiful Towns in Litchfield county,let me introduce this unique opportunity to build your dream weekend home in Roxbury Ct,own this exquisite energy eficient new construction with high end finishes ,state of art first floor master bedroom suite with luxurious bath,gourmet kitchen open floor plan ,this is a perfect blend of modern and traditional architecture and style. designed for modern life style .Home Built By Corbo,call for floor plans and detail info.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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 2021 Smart MLS, Inc. All rights reserved.