Roxbury CT Luxury Homes for Sale

Find the latest luxury 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.

58 Southbury, Roxbury, CT 06783

Price$992,000

Est. Mortgage: $/month

MLS Number 99171965

  • Single Family
  • Property Style Colonial, Barn
  • Bedrooms 4
  • Bathroom 3
  • Acreage 3.47

NEW ENERGY EFFICIENT CUSTOM BUILT COLONIAL ON 3+ ACRES OF BEAUTIFUL LANDSCAPED PROPERTY. This 4/3 home has a chefs kitchen featuring custom lighted cabinetry, huge granite island, Viking/Bosch appliances and Wine Cooler. Kitchen flows into dining/ family room w gas fireplace. Sliding doors lead to covered porch with gas connection. Front porch has a wrap around porch. Bonus/media on 2nd floor with grand chandelier. Attached ext 3 car garage w/ storage or work area. Gorgeous Master Ste on first floor with walk in shower and separate tub. Carriage house w/ 3 garage drs, radiant heat/ half bath. RV parking and/or Car Collectors! Carriage house inc'd one bdrm apt on 2nd floor for rental, caretaker, nanny, in-law. Spacious attic and basement.

Listing Courtesy of Keller Williams Realty

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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 Nov 2, 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 Church, Roxbury, CT 06783

Price$1,000,000

Est. Mortgage: $/month

MLS Number 170022929

  • Single Family
  • Property Style Antique
  • Bedrooms 5
  • Bathroom 4
  • Acreage 1.24

This Greek Revival house, with a gable-to-street main block and a recessed wing on the left. Other additions include a one-story extended rear ell connected to a smaller, almost free-standing house, also Greek Revival in style. The facade of the main block displays a flushboarded shallow pediment, rectangular windows. The recessed doorway on the left has a full Greek Revival surround and operable sidelights. Corner pilasters and a continuous frieze are other details, also found on the left wing, where there is a similar recessed entrance that encompasses the doorway and the adjoining window. An exterior stone-chimney has been added to the end elevation of this wing. Most of the windows contain 6-over-6 sash, typical for the period. Today this house is architecturally significant as a classic, well-preserved example of the Greek Revival style, a distinctive form achieved by remodeling or rebuilding the original historically significant house on the property built in 1785 for Job Warner. In 1796 the earlier house was the site of the first town meeting held in Roxbury after the town charter was granted. About 1860 it was owned by Sheldon B Smith (b 1838). Sheldon, was a wealthy farmer and cheesemaker. Only 1.5 hours from NYC, easy commute to I84.

Listing Courtesy of William Raveis Real Estate

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

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Nov 2, 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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130 C Tophet, Roxbury, CT 06783

Price$1,295,000

Est. Mortgage: $/month

MLS Number 170027027

  • Single Family
  • Property Style Antique, Cottage
  • Bedrooms 2
  • Bathroom 1
  • Acreage 6.73

"Matthau Cottages" Sweet antique Cottages, once owned by Walter Matthau and surrounded on three sides by Land Trust in Estate area of Roxbury. This includes 18 School House Rd, a 7+ acre parcel with driveway path in, building site identified and Views of nearby Foothills. Incredibly charming with some recent renovations on pastoral 6.73 acres with Meadow Views. Property is amid the Matthau, Widmark and Stryon Land Preserves. Premier Location. Two Cottage, One with 2 Bedrooms and One bath, Large great room and updated kitchen. The other cottage has one bedroom with one bath. They are both set on one lot. See MLS#L10144115

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 Nov 2, 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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89 Flag Swamp, Roxbury, CT 06783

Price$1,489,000

Est. Mortgage: $/month

MLS Number 170024362

  • Single Family
  • Property Style Barn
  • Bedrooms 2
  • Bathroom 3
  • Acreage 7.78

CADY BARN HOME WITH DISTANT VIEWS! Master Builders Ed Cady Sr and Jr have created some of New England's most iconic residences. This rare opportunity is the personal residence of Cady Jr. Consisting of two antique barns from Stone Arabia NY, the home is rich in artisanal details with exposed beams, plaster walls, and antique cypress flooring. Public spaces include a great room with stone fireplace, a gourmet kitchen with pantry, beehive oven, and custom cabinetry. Master suite includes two walk-in closets, en-suite bath and laundry. Currently configured as a 2BR + sleeping loft, easily expandable to 4BR. Set on 7+ acres with southern + western views. 3-car garage. Set on a quiet, designated scenic road, yet 12 min to I-84. 90 min 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 Nov 2, 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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76 Gold Mine, Roxbury, CT 06783

Price$1,295,000

Est. Mortgage: $/month

MLS Number 170021010

  • Single Family
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 3
  • Acreage 7

Charming timber-frame American cottage on seven park-like acres with wonderful gardens and stunning pastoral views. This home offers an interesting open floor plan, a living room with vaulted ceiling, fireplace and French doors leading to a landscaped garden. Adjoining is a spacious dining room and a recently updated country kitchen with granite stone countertops, Wolf gas range, Subzero and a center island with storage on both sides. The kitchen includes a breakfast area with a generous bay window and patio door to an exterior porch. There is a first floor master bedroom with French doors leading to a walled stone terrace and informal perennial gardens. The upper floor has two additional bedrooms, bath with dressing room and a office/bedroom. The lower level is nicely finished with a stone floor and abundant windows on three sides. Located in a ridge top quite rural setting and less than 90 minutes from Manhattan.

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 Nov 2, 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 Nov 2, 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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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

{$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 Nov 2, 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

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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 Nov 2, 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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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 Nov 2, 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 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

{$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 Nov 2, 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 Nov 2, 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$1,500,000

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 Nov 2, 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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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.