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

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36 Bronson Roxbury CT 06783

Price$3,175,000

Est. Mortgage: $/month

MLS Number 170116194

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Acreage 14.5
  • Square Feet 10,318

Fabulous views and outstanding quality surround you in this Contemporary Colonial situated on over 14 secluded acres. Come home to state-of-the-art amenities and fine marble columns to greet you. Enjoy your luxurious master with marble bath and spacious suite. The custom built home was completed in 2006 and updated in 2013, using the finest materials. For the avid car collector, the fully finished basement/garage can hold more than 10 vehicles. Located just ten minutes from I 84, train, shops, parks, restaurants, and many more nearby conveniences. The country roads are calling you home!

Listing Courtesy of Global Real Estate Network

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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7 Garnet Roxbury CT 06783

Price$2,695,000

Est. Mortgage: $/month

MLS Number L10239327

  • Single Family
  • Property Style Barn
  • Bedrooms 5
  • Bathroom 6
  • Acreage 4

Views, views... Rarely does a property fully embrace New England character with Litchfield Hills Views, Privacy, Salt Water Pool with automatic cover, Spa with seating for 8 and automatic gated entry. Set on a bucolic road in Roxbury, this grand barn style home offers sweeping views across the Hills and open pasture. Rich architectural detail, 4 fireplaces and generous light and bright public spaces with exposed beams, wide board floors, 3 large televisions with surround sound, sonos sound system, in-wall speakers and fully equipped billiard room. The main floor master suite is complete with office/art gallery, dressing room and built-ins, large master bath with tub and walk in shower overlooks gardens, stonewalls, and fruit espalier. An additional 4 bedrooms on the second level, one with large comfortable space to serve as family or guest suite. The kitchen was designed for easy entertaining and opens on to the Great Room with fireplace and features a center island, commercial grade range, Sub-Zero refrigerator, pantry and plenty of cabinetry. The living room offers two sets of french doors to the large deck with pergola for large parties or cozy dinners spent by the fireplace. The lower level with a fully equipped exercise room with Sauna, Workshop or Studio space, a Billiard Room which all open on to the view and bluestone patio and courtyard. The is additional space for a media room. All the amenities required of a Great Estate and just 90 minutes to NYC!

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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12 Golden Harvest Roxbury CT 06783

Price$2,475,000

Est. Mortgage: $/month

MLS Number 170103345

  • Single Family
  • Property Style Colonial
  • Bedrooms 6
  • Bathroom 8
  • Acreage 15.81

This Extraordinary Nantucket Shingle Style residence is set on 15 private acres with long picturesque views of the rolling hills. Every amenity with quality materials and craftsmanship throughout. The great room with floor to ceiling field stone fireplace, offerers fabulous living space for gatherings. Library/Den with custom built cabinetry, coffered ceiling and French doors. The siting/parlor also includes a fireplace. State-of-the-art gourmet kitchen with Wolf range, Sub Zero, center island with two-inch-thick honed marble tops plus butler's pantry adjacent to the dining room. Six Fireplaces in all. Second floor offering laundry room. Master bedroom suite with sitting area, fireplace, balcony overlooking the backyard, and a custom bathroom. Plus three additional bedrooms ensuite. Seven & a half baths and six bedrooms in all. Game room in lower level with fireplace and bath. The property is complete with a brook, four car garage with mahogany doors, outdoor fireplace, wraparound deck as well as a patio to offer outdoor living space. Construction and luxurious amenities truly make this residence a great escape. Call for maps and floor plan.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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62 Sentry Hill Roxbury CT 06783

Price$1,895,000

Est. Mortgage: $/month

MLS Number 170117354

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 12.34

  Sentry Ridge Farm is a compound on a quiet tree lined country road with fantastic walking trails right from your front door. The fully renovated 1800s Greek Revival farmhouse features 3 bedrooms on the 2nd floor and a finished attic. Charming kitchen with barstool seating and breakfast nook opens to dining and family rooms. Living room with library, wet bar and fireplace for entertaining. Remarkable guesthouse with a modern feel built of stone, steel, glass and reclaimed wood. Its master suite has a full bath and bunk rooms. Lower level has garage and plenty of storage. This building also acts as the pool cabana with outdoor fireplace, outdoor shower, locker rooms, pool bath, and views across the valley. Barn with basketball court, oil and stone driveway, gorgeous professionally designed landscaping. Borders major estates, 1.5 hours to NYC, 7 minutes to Washington Green.

Listing Courtesy of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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1 Wakelee Roxbury CT 06783

Price$1,695,000

Est. Mortgage: $/month

MLS Number 170176589

  • Single Family
  • Property Style A-Frame
  • Bedrooms 4
  • Bathroom 4
  • Acreage 25.2

"The Woods" has arrived! Custom 2200-3500 sq foot home on beautiful 25.2 acre lot. Constructed of the finest materials by local craftsmen dedicated to perfection, this home is a work of art. The design of the home fits the topography of the land, creating minimal disruption to the natural surroundings. Due to extensive use of locally-sourced natural materials, homes seamlessly blend into the canopied gently-sloping hillside. With an array of interior material options, and additional upgrades, each home can be customized to your specific tastes and whimsical desires and can be as large as 4100 sq ft or more. In addition, homes can be further customized by working directly with the architect. Surrounded by the Roxbury Land Trust on one side, 1 Wakelee Road is a stunning property featuring the Battle Swamp Brook running through it, un-touched historic stone walls and an abundance of pine trees, oaks and maples for ultimate privacy.

Listing Courtesy of Halstead Real Estate

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 Southbury Roxbury CT 06783

Price$1,685,000

Est. Mortgage: $/month

MLS Number 170152180

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 6
  • Acreage 5.01

EXTRAORDINARY VALUE AND QUALITY! A 21st century Colonial that captures the grandeur of much older estates but includes all the amenities and features that are befitting today's lifestyle. Generously proportioned rooms, 5 fireplaces, fabulous kitchen/great room, crown moldings, hardwood floors, wainscoting, finest appliances, fixtures and finishes, heated pool on 5 landscaped acres. The elegant 2-story entry halls leads to the living room w/ fireplace, dining room w/fireplace and coffered ceiling, the kitchen/great room has beamed, vaulted ceiling, center island, granite counters, high-end appliances and eat-in area. French doors open to a screened-in porch. A main floor master suite has a fireplace, tray ceiling, walk-in closets, and luxurious master bath with soaking tub, separate shower, two sinks and W.C. Two additional en suite bedrooms on the second level as well as a laundry room. A separate staircase leads to the game room/loft/office above the garage with a separate bedroom and full bath. The finished lower level has 1860 sq ft consisting of a family room with fp, bar, wine cellar, office/bedroom and full bath. French doors access a covered porch and the pool. Outdoor living space includes an open blue stone patio, a covered porch with stunning views, balcony, and the screened-in porch overlooking the pool. Other features: Attached 3-bay garage, automatic pool cover, 3 furnaces, generator, central air-conditioning, security system. Furnished Sale possible.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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143 Tophet Roxbury CT 06783

Price$1,649,000

Est. Mortgage: $/month

MLS Number 170173659

  • Single Family
  • Property Style Colonial, Farm House
  • Bedrooms 4
  • Bathroom 6
  • Acreage 4.01

Relax and renew in the comfort of this modern, gracious farmhouse. Enjoy a luxurious salt water, heated pool and spa with distant ridgeline views across a vast tract of protected land. Located along one of Roxbury's most coveted rural stretches, the property is nestled within an 800+ acre greenbelt of farmed and undisturbed land trust. The home is an open space design concept with 8 foot+ ceilings , detailed millwork and oversized window banks throughout. It overflows with natural light. All four en suite bedrooms are generously sized. Excellent mechanical systems and a Quietsource 27KW generator guarantee comfort during Mother Nature's toughest times. Extremely peaceful and private, yet within easy reach of area recreational activities, farm stands, organic groceries, restaurants and boutiques. Just move in and enjoy. Agent Owner.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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

Price$1,590,000

Est. Mortgage: $/month

MLS Number 170162419

  • Single Family
  • Bedrooms 5
  • Bathroom 6
  • Acreage 3
  • Square Feet 8,875

Spectacular Sunsets and far reaching views from hill top estate setting in equestrian area of Roxbury. The property has just gone under a large renovation with new roof, fresh paint, a Corsi designer kitchen, hardwood floors, stone fireplace, and a fabulous open floor plan. The Natural light pours in from all levels with beautiful, oversized windows, vaulted ceilings and views from each level. From a luxurious master suite with an additional stone fireplace and balcony, to a finished walk out lower level with wine celler and cigar bar, this home offers the size and space for endless possibilities. Attached 1BR guest quarters offers in law potential with separate kitchen and bath area. Enjoy over 8800 square feet of living space, with one of a kind architecture, on over 3 acres of rolling meadows, with some the best views around. Schedule your showing today!

Listing Courtesy of Century 21 AllPoints Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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49 Garnet Roxbury CT 06783

Price$1,495,000

Est. Mortgage: $/month

MLS Number 99167565

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 4.94

Located in the idyllic town of Roxbury, this totally renovated home with every attention to detail. Situated on 5 quiet park like acres, this property offers wonderful privacy. Fabulous great room has a soaring beamed ceiling, amazing floor to ceiling stone fireplace that is flanked w/2 story windows, walls that are completely lined with glass and French doors that lead to large outdoor entertaining area and stone fireplace. Living/dining room has vaulted ceiling, stone fireplace and opens to the gourmet kitchen w/cathedral wood ceiling, large quarts center island and state of the art appliances. First floor master bedroom w/Italian stone bath. Upper level has three additional bedroom all en suite. Only 90 minutes to Manhattan. A must see!!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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271 South Roxbury CT 06783

Price$1,495,000

Est. Mortgage: $/month

MLS Number 170140845

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 5
  • Acreage 12.26

Fabulous Gated Compound comprised of 2 Residences, 2 stables with 12 stalls and equipment barn all on 12+ beautiful, level, fenced in acres. The main house is an 1850's antique that has been lovingly restored. Master bedroom on the main level as well as one on the upper level. The gourmet eat in kitchen features custom cabinets and hi-end appliances. There are beautiful hardwood floors and 2 fireplaces, 1 in the living/dining room and 1 in the office adjacent to the main floor master. The family room overlooks a beautiful in ground pool. There is a room once a wine cellar in the basement. Many sets of french doors open to the lovely landscaped property, right out of a Currier & Ives painting. The 2800 sq ft guest house has 4 bedrooms, 2.5 baths and a lovely living/dining room, kitchen, office, family room, sun room and deck. There is 400 amp service with full house back up generators for both houses. The 12+ acre property is fenced for horses, (or other animals) with open pastures and an illuminated riding ring. Enjoy all the art and culture the area has to offer as well as many thousands of acres of land trust for your hiking and out door activities. Roxbury Falls is an old fashioned swimming hole close by for Roxbury residents use only. Enjoy the town centers of Woodbury, Washington, New Preston and Kent which are all close by with antique shops, boutiques, art galleries and great restaurants. 90 minutes to Manhattan makes this a great weekend as well as a full time home!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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44 South Roxbury CT 06783

Price$1,495,000

Est. Mortgage: $/month

MLS Number 170176306

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 3
  • Bathroom 4
  • Acreage 6.17

Beautiful Roxbury Antique - Picture perfect CT home from 1700's renovated to today's standards with lots of charm. Once a historic writer's retreat, recently used in film shoots. 3 bedroom main house + large guest house, separate office barn and newer garage/gym barn.The separate guest house encompasses and additional 1000 square feet. The studio (with geothermal heat/air) offers another 722 square feet and features antique beams from the original barn. Main house has luxurious high end kitchen, sun room, stone terrace. Private pool area with an adjacent outdoor shower. Large, level lawn on 6 +/- acres is nestled between 2 ponds. Walk to Library and town park, Booth School, Senior Center. Some fixture exclusions - ask listing agent.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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296 Painter Hill Roxbury CT 06783

Price$1,295,000

Est. Mortgage: $/month

MLS Number 170052871

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

  One of Roxbury's finest addresses abutting the Alexander Calder estate. This modern farmhouse is a real stunner with an open floor plan, high ceilings and light filled interiors. Its sits high a top Painter Hill and has views across protected land. 5 bedrooms 3.5 baths. Gourmet kitchen with bar stool seating and walk-in pantry. Master suite with spa-like bath room. Spin cycle studio, playroom, media room/office. The tree lined driveway shines with pink blossoms in the Spring. Large barn. Super chic 3 car garage with glass doors.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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

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.