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.

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18 Falls Roxbury CT 06783

Price$4,500,000

Est. Mortgage: $/month

MLS Number 170216895

  • Single Family
  • Property Style Colonial
  • Bedrooms 6
  • Bathroom 7
  • Acreage 9.64

Stunning Compound with 200 +/- feet of Shepaug River frontage, this property simply has it all! Long private gated driveway & flat usable open land. Fish from your own back yard! 5-6 bedroom main house w/ gourmet eat-in kitchen opening to vaulted family room w/ cupola. Main & 2nd floor master bedrooms, finished lower level with gym, sauna, and meticulous storage areas. Attached in-law apartment with full kitchen. Large covered porch, French doors from every room leading to multiple terraces & professionally landacaped gardens. 2 car attached garage. Gunite Pool & Jacuzzi with oversized blue stone terrace. Glorious fully outfitted Pool/Guest House with full kitchen, bath, changing rooms, pergola & outdoor fireplace. Uber chic Party Barn/game room w/ guest room, 1.5 baths, full kitchen, vaulted ceiling, double sided stone fireplace & 1 car garage. Generator. Completely Luxurious Perfection!

Listing Courtesy of William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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: 3.55% last updated on Aug 22, 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$2,375,000

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

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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: 3.55% last updated on Aug 22, 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$1,600,000

Est. Mortgage: $/month

MLS Number 170226904

  • Single Family
  • Bedrooms 5
  • Bathroom 9
  • Acreage 3
  • Square Feet 8,875

Welcome to beautiful 20 Grassy Hill Road located in Roxbury, Connecticut! From the moment you turn onto the scenic, equestrian road that leads to this stunning home, lush lawns and impeccably maintained grounds will have you feeling right at home! As you set foot through the grand front entrance you'll notice the beautiful staircase, gorgeous hardwood floors & colossal ceilings, a magnificent, open floor plan & enormous picture windows with an exceptional view from every angle - stone backsplash, gorgeous stone countertops and an abundance of space are amongst the first luxuries to catch your attention when you enter the kitchen. This spectacular home is an entertainers dream. From the impeccable flagstone patio, to the sprawling 3-acre lawn, you would be hard-pressed to find a more exquisite property to entertain. The enormous master suite includes beautiful ensuite, large walk-in closet with built-ins & giant soaker tub! Look no further than the basement for an abundance of space that could be used as an additional living space, home entertainment room or could be used as a home-based business! Not enough perks? Here are a few more: Horse Barn on property, gorgeous & mature landscape, home office/art studio(separate structure), in-law suite, three-car garage, freshly painted inside and out, commercial construction that is second to none, close proximity to town, & much more! Don't miss your chance to live in one of the nicest homes that Roxbury currently has to offer!

Listing Courtesy of Lasko Real Estate, LLC

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$
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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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$1,585,000

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: 3.55% last updated on Aug 22, 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$1,575,000

Est. Mortgage: $/month

MLS Number 170173659

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

Gracious country farmhouse. Resort grade salt water, heated pool and spa with rolling ridgeline views across a vast tract of protected land. Located along one of Roxbury's most coveted stretches, the property is nestled within an 800+ acre greenbelt of farmed and undisturbed land trust. The home is an open space design with 8 foot+ ceilings , detailed millwork and oversized window banks throughout, overflowing with natural light. Four en suite generous bedrooms. Excellent mechanical systems, including a Quietsource 27K generator. Peaceful and private, yet within easy reach of area recreational activities, farm stands, organic groceries, restaurants and boutiques. If you desire a luxurious, updated country home surrounded by natural beauty, come take a look. Agent Owner.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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. New septic 2019. Only 90 minutes to Manhattan. A must see!!

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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$1,395,000

Est. Mortgage: $/month

Open House

MLS Number 170140845

  • Single Family
  • Next Open House: Sun 25th 1:00 pm - 3:00 pm
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 5

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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53 Southbury Roxbury CT 06783

Price$1,200,000

Est. Mortgage: $/month

MLS Number 170172388

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

Whimsical fairy-tale custom stone cottage overlooking 20 acre private pond. Long private circular driveway meanders around a 3 story rock outcropping to a charming European style enclave. The custom mahogany and stone Neff kitchen features top quality appliances and opens to a breakfast nook with magical water views. The home includes custom arched mahogany doors, Marvin windows and wood shutters. Spectacular custom baths including steam shower with TV and spa. The hand split cedar shingle roof mirrors thatching, giving the home an English Cotswolds' feel. As you step outdoors you will enjoy the expansive lawns, stunning gardens, stonewalls and the ever present pond views. Take a swim in the glass mosaic/Gunite infinity pool with over sized spill over spa. Irrigation system assures you a lush healthy lawn. This home is a year round water lover's paradise perfect for fishing, canoeing, paddle boarding and ice skating. Also included on this estate is a terraced putting green, a granite rock wall with fire pit and a 30 ft. waterfall comprised of local Roxbury granite. No expense spared on this perfect storybook property.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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25 Highmeadow Roxbury CT 06783

Price$1,200,000

Est. Mortgage: $/month

MLS Number 170158352

  • Single Family
  • Property Style Colonial, Other
  • Bedrooms 5
  • Bathroom 3
  • Acreage 28

Wonderful opportunity to own this beautiful Equestrian property! Over 27 acres of land, offers a gated entrance to a spacious 4 bedroom Colonial, a 14 stall horse barn, a machinery barn, paddocks, trails, pond and numerous outbuildings. A true natures paradise! This stately Colonial offers fresh paint throughout, new carpets, updated bathrooms and kitchen. Move in ready - this home is perfect for entertaining with formal public rooms, a spacious vaulted family room with walk out to 50+ foot deck offering breathtaking views of the property, a lower level game room, newly finished basement area as well. Finished space in lower level not included in square footage. Included in the 14 stall horse barn is a tack and grain rooms, wash stall, office, full bath plus full 930 sq. ft. caretaker's residence on the second level. Conveniently located, only 5 minutes from Rte. 84 and 90 minutes from Manhattan. Schedule your showing today! To help visualize this home's floorplan and to highlight its potential, virtual furnishings may have been added to photos found in this listing.

Listing Courtesy of Silver and Oak Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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11 Farm Roxbury CT 06783

Price$1,195,000

Est. Mortgage: $/month

MLS Number 170182722

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 14.32

"Stone Creek Manor" High Quality Shingle Style home on 14+ private acres in Southern Roxbury. This estate borders 100 acres of protected land. Grand open kitchen with breakfast nook and center island opens on to Great room and private porch.. High quality construction with beautiful mill work and finishes. Gorgeous lush landscaping with fenced raised bed vegetable garden. 3 car garage. Large unfinished basement and attic with space above garage easily offer room to expand ... Minutes to Roxbury Center and easy NYC weekend location, just off Town Line Road. 4 Br, 3.2 baths, hardwood floors, high ceilings, crown moldings, Copper and Arch Shingle roof. 3 porches and open deck offer easy entertaining. French doors, beautiful stone walls and long meandering driveway lead you to the lovely setting complete with two brooks and a truly private location. All this, just minutes to town!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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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.