Roxbury CT Homes with Acreage

Find current homes for sale with 5+ acres in Roxbury, Connecticut below. You may also like to view Litchfield County homes with acreage or learn more about Roxbury.

Houses for Sale with Land in Roxbury CT

For more information or to see any of these properties in person, contact The Matthews Group online or call 860-868-0511

Save time! Create an account to save your favorite listings and get email notifications when similar properties come on the market.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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

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.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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

32 Grassy Hill Roxbury CT 06783

Roxbury, CT32 Grassy Hill Road

Price$2,300,000

Est. Mortgage: $/month

MLS Number 170396074

  • Single Family
  • Property Style Georgian Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 7.92

This custom built Georgian with stylish corner quoins lends an air of quiet sophistication to this rural setting. Come and relax in this very private home which sits at the crest of a large open field with dramatic western views. Perfect potential for animals or creating a farm. Gourmet kitchen with bright breakfast nook that overlooks the property. Butler's pantry leads into formal dining room with views. Formal living room, Media Room and Library complete the first floor. Crown moldings, French doors and hardwood floors enhance the luxurious feel. The second floor features a spacious master bedroom with views and 2 addl bedrooms with a jack and jill bath. The 4th bedroom is part of the apartment/office above the garage and up a separate staircase. Perfect for guest, in-laws, nanny or a home office. The basement is large and full height is offers potential for finishing into a game room, gym, movie room etc. Generator.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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

43 Squire Roxbury CT 06783

Roxbury, CT43 Squire Road

Price$2,295,000

Est. Mortgage: $/month

Pending Continue to Show

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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

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: 2.94% last updated on May 13, 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

11 Farm Roxbury CT 06783

Roxbury, CT11 Farm Road

Price$1,295,000

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: 2.94% last updated on May 13, 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

380 Southbury Roxbury CT 06783

Roxbury, CT380 Southbury Road

Price$999,999

Est. Mortgage: $/month

MLS Number 170381977

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 6.87

Luxury living in an extraordinary private setting on almost 7 acres in beautiful and quaint Roxbury, CT. Also conveniently located close to shopping and restaurants. This home is tucked back from the road and offers a circular driveway, out buildings, two story pool house, stone fire pit, trails and a stream. Arched front entry featuring a two story foyer and grand front staircase. Gourmet kitchen includes custom cherry cabinets, granite counters, butlers pantry, and top of the line stainless steel appliances along with a fieldstone fireplace and hearth room. Sunken family room with brick fireplace and double French doors leading to stone patio. Quality construction throughout ~ floor to ceiling windows with transoms, high ceilings, crown molding, chair rail, columns, tray ceilings and hardwood floors. Mudroom with cherry cabinet lockers, half bath, French door and back staircase. Additional 1800 square foot lower level with 9 foot ceilings and sliding door walk out. It boasts a full bar, recreation room, exercise room, spare bedroom wired to be used as an in home theatre, and full bath. So much more to offer. It's a must see!

Listing Courtesy of BHGRE Gaetano Marra Homes

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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$875,000

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. 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: 2.94% last updated on May 13, 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

21 Forest Farm Roxbury CT 06783

Roxbury, CT21 Forest Farm Drive

Price$799,900

Est. Mortgage: $/month

MLS Number 170396839

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 10.11

Custom built with pure quality! Freshly painted and new hardwood floors were just installed. Beautiful open floor plan with so much to offer. The front door is nicely appointed and surrounded by the relaxing front porch. Walk into the front foyer to the home of your dreams! You will love the large open kitchen with the center isle and a bright and sunny dining area looking into a peaceful and private back yard. The kitchen has plenty of cabinet space and large center isle for gathering around while entertaining or grabbing a quick meal. The family room is a generous size and has a warming fireplace and lovely hardwood floor. The formal living room with high ceilings offers a sunny and bright atmosphere with its 2 story windows and a balcony overlooking from the 2nd floor. There is a gracious master bedroom suite on the first floor with a luxurious master bathroom with dual sinks, separate tub and shower and lovely view from the tub. The second floor has all new, lovely hardwood floors in the hallway and bedrooms. There are 3 generous size bedrooms all excellent closet space and a shared bathroom. There is a large closet in the hallway that has been plumbed for a full bath and access can be from bedroom or hall. There is a second staircase with a nice hallway and mudroom attached from the first floor. The garage has the potential for finishing it off and making it an in law apartment, au pair or large office or great media room. Very versatile floor plan, well maintained home

Listing Courtesy of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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

24 Sentry Hill Roxbury CT 06783

MLS Number 170388311

  • Single Family
  • Property Style Contemporary
  • Bedrooms 2
  • Bathroom 3
  • Acreage 6.95

Unique one of a kind custom built home is a must see. Perfect getaway or full time home infused with custom beams, vaulted ceilings, crown molding, custom built ins and so much more. The homes attention to detail has the perfect blend of Modern Style and Old World Charm that brings this home to be Elegant. The home is sitting on 6.94 acres located in the Judds Bridge area of Roxbury. The main level has a beautiful kitchen, an open concept great room with fireplace that opens to the dining room which is equipped with its own wet bar, multiple wine chillers, refrigerator and dishwasher which makes this open combination perfect for entertaining. As you stroll up the the custom built glass panel staircase you will find a master bedroom suite with vaulted ceilings massive beams and super deep walk in closets. There is a second master suite located at ground level with its own living space, fireplace,recessed lighting and full bathroom. Private setting extra large eco plank built deck has sunken hot tub with nothing but nature surrounding you. There are possibilities to expand this home with the 4 bedroom septic and possibilities to build another home for extended family and friends on the upper ridge with beautiful views of Roxbury

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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

28 Old Roxbury CT 06783

Roxbury, CT28 Old Lane

Price$740,000

Est. Mortgage: $/month

MLS Number 170394550

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

If you are looking for privacy and seclusion in a bucolic, park-like setting, you've found it! This is not your cookie cutter house. Beautifully sited passive solar contemporary with room for everyone. Open floor plan, great light throughout. Do you need separate spaces for multiple Zoom meetings while you all work remotely? You can have that here! There is an in-law suite and a one BR apt over garage to give you plenty of options for use, including generating income. Gorgeous cherry wood used throughout, including on the doors, trim, and custom kitchen cabinetry. Generous pantry. The LR and kitchen feature a wall of sliders for you to look out at your more than 10 acres and to allow sunlight to stream in for passive solar heat supplementing the active solar panels on the roof, which the seller will pay off so you will own them outright. And if there's still not enough room, there is a large, unfinished attic space on the second floor that could easily become usable space.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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

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.