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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24 Ranney Hill, Roxbury, CT 06783

Price$3,500,000

Est. Mortgage: $/month

MLS Number L10108738

  • Single Family
  • Property Style Other
  • Bedrooms 5
  • Bathroom 10
  • Acreage 32.06

This Shingle Style residence is sited atop 32+ high, private acres to take advantage of the spectacular 270- degree views. Every amenity and finest quality materials. Rooms are generous in scale with high ceilings, elaborate moldings, and wood flooring. The Living Room has a fireplace and 2 sets of French doors that open to an expansive bluestone patio overlooking the heated Gunite pool and stunning views. The kitchen with island, granite counters, cherry cabinets, commercial grade appliances includes 2 sinks and 2 dishwashers and opens to the light-filled family/morning room with its vaulted ceiling, fireplace and French doors. A wood-paneled library. First floor Master with a screened-in porch, tray ceiling, walk-in closet, dressing area and bath with Jacuzzi tub and separate shower. A second main floor bedroom has a full bath and walk-in closet. Second Floor. 3 bedrooms including another Master with large dressing room and 2 baths-one with Jacuzzi tub and separate shower; the other with a marble shower. The other 2 bedrooms have baths en suite. The Finished Lower Level (an additional 3,822 SF) is very light and opens to the patio surrounding the pool. There is a bath with 2 walk-in showers. A large family room and kids' playroom. A guest suite includes a living room with fireplace. A wet bar adjoins the media room. Plus au pair quarters. There are two 2-car garages separated by a porte-cochere. The landscaped property is composed of 3 separate parcels.

Listing Courtesy of William Pitt Sotheby's Int'l

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The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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$2,795,000

Est. Mortgage: $/month

MLS Number L10239327

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

Rarely does a property become available that so fully embraces New England character with Litchfield Hills views, Privacy, Pool/Spa, Gated entry- updates that create perfection. Set on a bucolic road in Roxbury, this grand barn style home offers sweeping views across the Hills and open pasture. Impeccably maintained interiors, which are rich in architectural detail, 4 fireplaces and generous public spaces which are light and bright with exposed beams and wide board floors offer views from most every room. The main floor master overlooks high views, gardens and light woods. The grounds are graced with mature perennial gardens, stonewalls, and fruit espalier. The kitchen was designed for avid cooking and entertaining and features a center island, commercial grade range, Sub-Zero refrigerator, pantry and plenty of cabinetry. The living room opens on to the large deck for easy entertaining with the Kitchen/Great Room area for large parties or cozy dinners spent by the fireplace. A fabulous porch spans the view over the gardens, pool and Hills. A first level master suite is complete with Bath, dressing room, large closet and an Office or Art Gallery. An additional 4 bedrooms on the second level, offer comfortable space for family or guests. The lower level with Gym and Sauna, Workshop or Studio space, a Family/Billiard Room all open on to the view and stone patio. There is additional space for a media room. All the amenities required of a Great Estate.. just 90 minutes to NYC!

Listing Courtesy of William Pitt Sotheby's Int'l

{$agent->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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27 Apple, Roxbury, CT 06783

Price$2,500,000

Est. Mortgage: $/month

MLS Number 170001362

  • Single Family
  • Property Style Barn
  • Bedrooms 4
  • Bathroom 6
  • Acreage 50.45

Classic Reproduction Barn with all the drama & casual elegance of a Gentleman's Country Estate, in scenic Roxbury, set on a secluded 50+ acres of enchanting wooded venues, perennial gardens, lush lawns, stone terraces, knee walls & meandering stone walks! This Extraordinary expanded barn reproduction adorned with vaulted, beamed ceilings, wide board floors & 4 stone fireplaces offers an array of venues for gathering friends and guests, in the casual ambience of this unique country setting. Retreat from the big city to "Fern Ridge" with a view inspired 36 foot great room showcasing soaring ceilings, beams and intricate custom stone fireplace! The fabulous country kitchen with adjacent hearth room, offers bayed dinette area, fireplace, gas range & subzero with butcher block island to delight any chef! A stylish living room leads through French doors to a 31 foot dining room with stone fireplace & French doors to a stone patio surrounded by English country gardens ; ideal for entertaining indoors to out! Gracious master suite w/fireplace & spa bath, 3 bedrooms w/private baths, expansive screened porch, vintage barn with hayloft, 3 car garage & more! This mecca for outdoor entertaining offers an in ground pool surrounded by lush gardens, patios , basketball court, heliport and adjacent party barn with massive, hand hewn stone fireplaces, kitchenette & full bath! . An exceptional country retreat for those who love the land and the ultimate privacy "Fern Ridge" can offer!

Listing Courtesy of Coldwell Banker Residential Brokerage

{$agent->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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 Chalybes, Roxbury, CT 06783

Price$2,495,000

Est. Mortgage: $/month

MLS Number 170017279

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 7
  • Acreage 12.12

Offered fully furnished, this classic and modern turnkey residence is the epitome of rustic elegance with its bounty of distinctive features. Set back at the end of a long tree-lined driveway, the 4-bed/5.1-bath colonial is beautifully appointed w custom finishes, superior hardwood flooring, roomy interiors & an abundance of natural light. The semi-open floor plan has an easy flow & is conducive to entertaining guests graciously without interruption or forfeiting privacy. 4 nicely separated ensuite BRs include a main floor master w cathedral ceiling, 2 full baths, fireplace and walk-in closet. Other details incl formal dining room & eat-in chef's kitchen w sunroom that opens to stone dining & and heated gunite pool. The grand-scale living room is ideal for large gatherings, accented w wood-beamed ceilings, stone fireplace & a cozy break-out area for reading or doing your own thing. A finished lower level w full bath, fireplace & private walkout allows for additional living space/bedroom. The interior's clean & streamlined aesthetic merges effortlessly w the surrounding landscape-on 12 peaceful acres of predominantly flat useable lawn accented by white birches, mature specimen trees & manicured gardens-all illuminated to enjoy after sundown. Total privacy in the very heart of Roxbury Ct. Near town/tennis courts/golf & organic farm stands-only 90 mins from NYC. This is a property for the person who knows and wants quality, and is ready to move in tomorrow.

Listing Courtesy of William Pitt Sotheby's Int'l

{$agent->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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$2,185,000

Est. Mortgage: $/month

MLS Number L10141173

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

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 with fireplace, dining room with fireplace and coffered ceiling, the kitchen/great room featuring a 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. There are 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 a family room with fireplace, bar, wine cellar, office /bedroom and full bath. French doors from this level access a covered porch and the pool. Outdoor living space includes an open blue stone patio, a covered porch with stunning views, a balcony, and the screened-in porch overlooking the pool. Other features: Attached 3-bay garage, an automatic pool cover, 3 furnaces, generator, central air-conditioning, security system, newly-painted exterior.

Listing Courtesy of William Pitt Sotheby's Int'l

{$agent->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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8 Mallory, Roxbury, CT 06783

Price$2,175,000

Est. Mortgage: $/month

MLS Number L10130701

  • Single Family
  • Bedrooms 6
  • Bathroom 9
  • Acreage 6.05
  • Square Feet 5,701

Exquisite Georgian Home ... ELEVATOR access on all floors, set on 6+ picturesque acres offering panoramic views and western sunsets in gorgeous southern Roxbury Setting. 6 Bedroom home with elevator and a 2 bedroom carriage house. Saltwater gunite pool. Impeccable craftsmanship. Paneled Library. Living room with herringbone hardwood floors, french doors out from Dining Room out to Cover porch and views. 4 Bay garage plus 2 bay garage in Barn. Separate Carriage House for guests with soaring ceiling in the living room, full kitchen and private patio. Saltwater pool. Lower level space offers media room/family room, office and additional bedroom and full bath. Screened in porch overlooks pool.

Listing Courtesy of William Pitt Sotheby's Int'l

{$agent->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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$1,975,000

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

{$agent->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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$1,895,000

Est. Mortgage: $/month

MLS Number L10211179

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

Location, quality and style merge seamlessly to create this unique property nestled amidst estates of luminaries past and present. 750+ acres of protected land are within walking distance, including the Matthau Preserve directly across the street and the Lilly Preserve that comprises a large portion of this home's view. The house is open and bright with multiple large window banks and french doors. The open concept main floor flows effortlessly for entertaining, featuring detailed millwork throughout. On the 2nd floor three bedroom suites share an open living space; the generous master has a gas fireplace. A fourth bedroom suite occupies the entire 3rd floor. No detail overlooked: Chef's kitchen. Mahogany deck and porch. Luxurious salt Scott Pool with spa. Generator. Privacy, tranquility and distant southwestern views.

Listing Courtesy of William Pitt Sotheby's Int'l

{$agent->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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53 Southbury, Roxbury, CT 06783

Price$1,888,000

Est. Mortgage: $/month

MLS Number L10210056

  • Single Family
  • Property Style Colonial, Tudor
  • Bedrooms 4
  • Bathroom 4
  • Acreage 5.85

Almost Famous! Introducing this magical waterfront fairy-tale style custom stone cottage. Drive down the long private driveway to meet your serene world class views and waterfront setting. All custom baths including steam shower with TV and spa. Enjoy the open custom mahogany and stone Neff kitchen. Cherry, stone and brick floors meander through the house. The home includes custom arched mahogany doors and Marvin windows with wood shutters. As you step outdoors relish the 6 acres encompassing stunning gardens and stonewalls.The hand split cedar shingle roof mirrors that of a thatched roof giving the home an English Cotswolds feel. Take a swim in the incredible custom glass mosaic gunite infinity pool with an infinity spa overlooking the 50 acre pond. Escape to the mountain top and enjoy the seating area with the fire-pit while watching the sunset. Irrigation system assures you a lush healthy lawn. Water lover's paradise. Modern amenities with captivating views reminiscent of impressionist painter Claude Monet's Giverney water lily garden. Also include on this estate like property is a terraced golf putt, a granite rock climbing wall and a grand 30 ft. waterfall comprised of local Roxbury Granite. Truly no expense spared on this perfectly charming sophisticated storybook property. A must see property located in desirable Roxbury CT.

Listing Courtesy of William Pitt Sotheby's Int'l

{$agent->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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24 Painter Ridge, Roxbury, CT 06783

Price$1,699,000

Est. Mortgage: $/month

MLS Number L10117673

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Acreage 4.26
  • Square Feet 4,253

Perched at the nexus of the two most prestigious ridges in Roxbury that afford pure western views, local craftsman and architect Rob Saunders leveraged state-of-the-art technology to create an energy efficient green home that blends modern components and amenities with classic New England character. Solar + geothermal energy, natural stone and custom finishes provide the foundation for a 'smart' and aesthetically rich home, where every detail was chosen with exacting standards and built to last. From the extra-wide hallways to the Duravit waterworks, to the 100-year metal roof with thick copper gutters, to the Green Mountain windows with UV protection-the house is loaded with a host of high-end comforts. Noteworthy features of the 4-bedroom/3.1 bath include living room with 16ft. cathedral ceiling, fireplace, radiant flagstone and oak flooring, formal dining space with Tulikivi wood stove, two Master Bedroom Suites, 12' ceiling eat-in kitchen with SubZero, Miele appliances, honed granite countertops, Poggenpohl Swedish cabinets, Toto toilets and limestone tiling, custom solid oak doors, completely zoned climate control and Lutron lighting throughout. Additional living spaces include office with French doors to private patio, rec-room/studio and screened porch. The 4.26-acre property features gardens, stone walls, two flagstone patios, impeccably landscaped grounds, and one of the longest western views in Roxbury. http://bit.ly/22y4E7h

Listing Courtesy of William Pitt Sotheby's Int'l

{$agent->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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$1,599,000

Est. Mortgage: $/month

MLS Number W10231595

  • Single Family
  • Bedrooms 5
  • Bathroom 6
  • Acreage 3
  • Square Feet 9,574

Gracious equestrian estate with breathtaking views. Three private acres of prime Roxbury property. Wonderful open floor plan with endless possibilities. Expansive Corsi designer kitchen with top of the line appointments, eat-in area, large living room with tons of light and large fireplace. Impressive stone entry. Well designed window walls capturing the amazing views throughout the home. Entertain all summer with heated Gunite pool, fountain, spa and pavilion. Finished garden level is home to private cigar and wine rooms. Solid concrete construction. Lovely 4 stall stable, paddock and room to expand. Artist studio just a short walk from the bluestone terrace. Convenient location for commuters and nature enthusiasts alike.

Listing Courtesy of The Heritage Group, LLC

{$agent->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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 A VisitAsk A QuestionMore Details

80 Rocky Mountain, Roxbury, CT 06783

Price$1,585,000

Est. Mortgage: $/month

MLS Number L10108963

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 7
  • Acreage 14.29

This grand Shingle-Style home is perfectly situated on 14+ acres. The views and privacy are extraordinary. The inspired design has been executed with fine craftsmanship, high quality materials and architectural details. The living room features a stone fireplace, beamed ceiling, columns and French doors opening to a bluestone terrace with a wisteria covered pergola. The formal dining room has a double height barrel ceiling and fireplace. The kitchen is equipped marble counters, copper farmer's sink, and 2 Miele dishwashers, Sub-Zero refrigerator and freezer, Wolf rangetop, 2 wall ovens, and warming drawer. The large pantry has room for an office. The kitchen opens to the gathering room with adjoining wet bar. Plus a Butler's pantry with sink. The east wing features a media/game room or guest quarters. It has extensive built-in bookcases, wet bar, beamed ceiling and full bath. On the second level are 3 bedrooms with en suite baths. The master bedroom features a walk-in closet and luxurious bath with a whirlpool soaking tub and separate shower. The laundry room is located on this level. On the third level are two bedrooms and a full bath. The Barn has recently been transformed into a gym and cedar-lined Russian sauna, with wood-burning heat as well as a cold water “plunge” shower. The 14+ acres are beautifully landscaped with perennial gardens, natural rock outcroppings, specimen plantings and a heated free-form Gunite pool with spa. The 3-car garage is heated.

Listing Courtesy of William Pitt Sotheby's Int'l

{$agent->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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 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.