Roxbury CT Homes for Sale

Find the latest homes for sale in Roxbury, CT. 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. Contact us for more information and to schedule a showing.

303 South, Roxbury, CT 06783

Price$649,000

Est. Mortgage: $/month

MLS Number 170013684

  • Single Family
  • Property Style Cottage
  • Bedrooms 3
  • Bathroom 3
  • Acreage 3.09

Welcome to Stonecroft. This country cottage sits proudly atop a large, level portion of its grounds in the Roxbury Falls section of town. A private entry drive with stone walls delivers you to the house, featuring gable hip roof lines and classic wood siding. The original footprint was expanded in 2008, creating a large main level master suite featuring a wood burning fireplace and spacious walk-in closet. The vaulted, open concept main level public space is a brightly lit great room, combining the living and dining rooms with a sitting area warmed by a wood burning stove. French doors open to a magnificent, screened sunroom with mahogany plank flooring. The lower level features two guest bedrooms offering southern and western exposure, respectively. A large media room with French doors to the grounds leaves plenty of space for an office or studio. Two car detached garage with unfinished loft space is already fitted with water, sewer and electric connections. Excellent mechanical systems and a generous, cleared yard complete the package for this move-in ready property. suited equally for weekend getaways of full time living.

Listing Courtesy of William Pitt Sotheby's Int'l Realty

{$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

83 Squire, Roxbury, CT 06783

Price$1,050,000

Est. Mortgage: $/month

MLS Number 170013352

  • Single Family
  • Property Style Antique
  • Bedrooms 3
  • Bathroom 4
  • Acreage 2.58

Hampshire House - The weekend home Hollywood would create. Authentic c1760 saltbox - a sea captain's house in New Hampshire which was lovingly dismantled and moved to Roxbury where it was rebuilt on a new foundation with all modern mechanicals and comforts. This antique rivals homes twice the price and exudes charm and character with 3 ensuite BRs, 5 fireplaces, original hardwood floors, original wood wall paneling, exposed wood beams and vaulted ceilings. Keeping room with original built-in buttery, resplendent master suite with fireplace and just-renovated bath featuring Carrara marble and classic subway tile, dining room which features Roxbury granite hearth, cozy den, and a chef's kitchen appointed with top-of-the-line appliances. Walkout garden level presents a surprise suite complete with family room and fireplace, sunny bedroom and full bath - this is absolutely perfect space for friends from the city, visiting family, or even a nanny. The south-facing garden level features a wall of French doors opening to a spacious bluestone terrace. The professionally landscaped gardens are awash in color all season, with mature hydrangea, peony, clematis and boxwood. The grounds are private and enchanting, with a pond, small stream and striking frontage on roaring Jack's Brook. This piece of Heaven sits on one of Litchfield County's most storied roads amidst some of the area's most notable estates. Located just 90 min from Manhattan, this is truly a home where memories are made.

Listing Courtesy of William Pitt Sotheby's Int'l Realty

{$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

179 South, Roxbury, CT 06783

Price$399,000

Est. Mortgage: $/month

MLS Number 170010923

  • Single Family
  • Property Style Antique, Farm House
  • Bedrooms 3
  • Bathroom 2
  • Acreage 27.71

Historic Squire family farm. 27+/- acres with multiple building sites at top of property with fabulous views in top southern Roxbury location. Beautiful rock out croppings, old stone walls and meadow. 3-4 bedroom 1700's house being sold "As-is" and in need of renovation. Additional 3 acre lot available. Old barn and workshop buildings also in need of work. Newer 3 car garage.

Listing Courtesy of William Raveis Real Estate

{$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

42 Berry, Roxbury, CT 06783

Price$539,000

Est. Mortgage: $/month

Pending

MLS Number 170009468

  • Single Family
  • Property Style Colonial, Barn
  • Bedrooms 3
  • Bathroom 2
  • Acreage 5

The perfect get-away. Easily managed, easily accessed and in the most beautiful, serene location. An unobtrusive antique BARN converted into a polished, rustic home of just the right size. Hand-hewn beams, gorgeous cherry wood floors and a casual, open interior. 3 bedrooms (one on the main level with a full bath) and 2 full baths accented by Portuguese tile. Floor-to-ceiling fieldstone fireplace and wood storage on the living room side and a vintage woodstove on the other side. The deck extends the full width of the house and offers summer views into light woods and winter views of the distant Litchfield hills. Turn the corner onto Berry Road and suddenly you are in the country - farmland, woods and a quiet paved road leading down to the pristine Shepaug River. On 5 Acres of natural woodland. Scenic and secluded Roxbury, home to luminaries, is within 20 minutes of shopping, theater, restaurants and all the attractions of country life, and just 90 minutes to Manhattan. One really needs to see the inside of this peaceful retreat to appreciate the amenities.

Listing Courtesy of Flagpole Realty Inc

{$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

42 Squire, Roxbury, CT 06783

Price$949,000

Est. Mortgage: $/month

MLS Number 170007397

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 4
  • Bathroom 5
  • Acreage 6.5

Beautifully Renovated Squire Road 1860 Estate complete with Pool, Tennis Court, 4 br Colonial plus two additional bedrooms in the guest house, 3 full baths in main house and 2 additional baths in guest house, 2 level Studio/Gameroom/Pool House with full bath and deck overlooking pool and brook. Open land with frontage on Little Jack's Brook, mature plantings, short walk to Land Trust. antique wide board floors, a/c, stone walls. Minutes from town. A Gem!

Listing Courtesy of William Pitt Sotheby's Int'l Realty

{$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

27 Apple, Roxbury, CT 06783

Price$2,500,000

Est. Mortgage: $/month

MLS Number 170001362

  • Single Family
  • Property Style Barn, Other
  • 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

257 Good Hill, Roxbury, CT 06783

Price$1,150,000

Est. Mortgage: $/month

MLS Number 170000890

  • Single Family
  • Property Style Farm House
  • Bedrooms 4
  • Bathroom 4
  • Acreage 4.67

ROXBURY RETREAT - Sophisticated - Country Chic eyebrow-cape Farmhouse on just under 5 private lush park-like acres surrounded by protected land in the heart of historic Roxbury, CT. The spacious, open light-filled interior presents with 4 Bedrooms 3 full and 1 half Baths. The public and private rooms are filled with period detail, two fireplaces and state of the art amenities. Every room is an entity unto itself with accoutrements - Chef's Kitchen with fireplace, wide board flooring, first floor Master with marble Bath, finished lower level. The exterior affords expansive outdoor living with a stunning heated gunite spa, stone fire pit, pergola with room for a pool and tennis courts and is perfect for intimate or large gatherings. Just over two hours from New York or Boston.

Listing Courtesy of Elyse Harney Real Estate

{$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

389 South, Roxbury, CT 06783

Price$599,000

Est. Mortgage: $/month

MLS Number 99195003

  • Single Family
  • Property Style Ranch
  • Bedrooms 3
  • Bathroom 2
  • Acreage 3

Over 3,000 sqft of living space. Priced to sell! Come home to this beautifully designed space w/ an open floor plan for comfortable living. Looking for privacy, a weekend retreat, to downsize or easy living? This house provides all & more! Level lot, open porch overlooking babbling brook & quiet neighborhood. Totally updated. Enjoy low energy costs, low taxes & one level living! Family room & living room have fireplaces to complete the ambiance. Upscale kitchen is open & bright w/ maple cabinets, granite counters, newer appliances & a breakfast bar. Lg master bedroom w/ two spacious closets and full bath. Huge L shaped great room w/built-ins & den in the lower level. Commuter location w/ good access to area amenities. Continued in addendum…

Listing Courtesy of Keller Williams Realty

{$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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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 Realty

{$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

201 Apple, Roxbury, CT 06783

Price$649,000

Est. Mortgage: $/month

MLS Number L10237901

  • Single Family
  • Property Style Cottage, Log
  • Bedrooms 1
  • Bathroom 1
  • Acreage 10.31

Rarely do you find an amazing secluded oasis complete with swimmable pond and tranquility, just minutes from Tierney Preserve for great hiking. A long pine tree lined driveway leads to this custom built log home which is enhanced by the wraparound porch which overlooks the pond with it's own waterwheel. It is the ultimate getaway for full time vacation every day! Open floor plan with vaulted ceiling, yet feels warm and cozy with the wood stove. The updated kitchen opens on to the family room. Two Picture windows in main living space to view nature and the stunning pond. Fire Pit, Dock. The walkout lower level offers additional space for guests or family room. Easy access to great dining and area shopping!

Listing Courtesy of William Pitt Sotheby's Int'l Realty

{$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

53 Hemlock, Roxbury, CT 06783

Price$545,000

Est. Mortgage: $/month

MLS Number F10237449

  • Single Family
  • Property Style Antique, Cape Cod
  • Bedrooms 2
  • Bathroom 2
  • Acreage 4

CLASSIC SIMPLICITY - cross the threshold and leave your cares behind in this captivating Antique Cape in the highly sought after artistic enclave of Roxbury. With no wasted space and just good design, this center-chimney jewel lives larger than expected. Cedar shingle roofing, clapboard siding, multi-paned windows, original wide plank chestnut flooring, beams and a stone fireplace all speak history. Take advantage of the cast-iron woodstove to keep you toasty warm or cozy up to the brick fireplace in the relaxed family room. Summer dining is a breeze on the screened covered porch overlooking private tranquility. For the Equestrian, the handsome newer barn has water, electricity, 3 stalls and a tack room, all within steps to the riding ring. Or, use the Barn for a Guest House, more garages, a dream work shop, a studio or future pool house. With a little ingenuity, the ring would make a fab sports court. Lovingly maintained and easily managed, this circa 1721 home has loads of mechanical updates including roofing, furnace, insulation, generator hookup, and more. Close to the center of town and 90 minutes to NYC. Perfect for full-time living or weekend retreat … live your dream!

Listing Courtesy of Flagpole Realty Inc

{$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

333 South, Roxbury, CT 06783

Price$459,000

Est. Mortgage: $/month

MLS Number 99191995

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 4
  • Bathroom 2
  • Acreage 3.03

Adorable country cape w/ rustic, waney-edge lap-siding + elegant chimney, fronted by handsome stone walls + walkway. A decidedly more contemporary interior vibe with generously sized Kitchen/Great Room & LR spaces-- each with a fireplace + banks of oversized windows w/ southern & western exposures, leveraging views of the forested canopy & distant hills. Both main and upper levels have a pair of bedrooms, w/one larger than the other. Vaulted upper level currently used as master suite with office. Walkout lower level studio space w/ fireplace. Cold storage barn. Separate 3 bay garage w/ finished 1 bedroom apartment (rented past 5 yrs). Short walk to Sherman Park Lake Lillinonah boat launch, Roxbury Falls & 450+ acres preserved trails.

Listing Courtesy of William Pitt Sotheby's Int'l Realty

{$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.