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.

24 Old Roxbury, Roxbury, CT 06783

Price$339,900

Est. Mortgage: $/month

MLS Number 170086417

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 4
  • Bathroom 2
  • Acreage 3.02

YOUR AFFORDABLE ROXBURY DREAM! Fabulous opportunity for handy buyers and horse lovers. Escape to peaceful surroundings and be one with nature here at this idyllic 3.02 acre property and 4-bed / 2-full bath home. This is an estate, being sold AS-IS and subject to probate. The 1978-built Cape Cod style home has solid bones (can be occupied) and offers 1,620 square feet of living space. While it will require some TLC (mostly cosmetic), there's a LOT of potential here and should offer an excellent return for your modest investment! Features include a 2-car attached garage, fireplace in the living room, a full bath on each floor, lots of hardwood flooring including bedrooms, Redwood exterior siding, and main-level laundry. The property has a true country feel and is very peaceful, with several grassy fields and wooded surroundings, barn with stables, fruit trees, shed and fenced pens. Up to 3 horses permitted at this property. Seller will have in-ground oil tank professionally removed and replaced with above-ground tank prior to closing, with proper documentation provided. If you've always wanted to “Saddle Up” conveniently at your own property or have dreamed of establishing your own private farm and country gardens in a perfect rural setting, you've struck gold! Call for a showing today!

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: 4.57% last updated on Jun 21, 2018
* 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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115 South, Roxbury, CT 06783

Price$595,000

Est. Mortgage: $/month

Pending

MLS Number 170094879

  • Single Family
  • Property Style Contemporary
  • Bedrooms 5
  • Bathroom 4
  • Acreage 3.02

Wonderful Contemporary in a paradisiacal setting. Living room with fireplace opens to the deck overlooking the gorgeous free-form gunite pool. The eat-in kitchen is beautifully equipped with granite counters. Dining room opens to the screened-in porch. Spacious family room. Main floor master bedroom with walk-in closet and bath. On second level are 2 bedrooms: 1 is a 2-room suite. The finished lower level has a bedroom, full bath, and gym. The landscaping is extraordinary and the setting around the pool is resort-like. The 3-acre property also has a brook, stone outcroppings, gardens.

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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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306 Southbury, Roxbury, CT 06783

Price$579,000

Est. Mortgage: $/month

MLS Number 170091902

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 4.51

306 Southbury Road is a classic two-story colonial built in 2004. The construction was highly considerate of future maintenance and overall efficiency, with details such as 2x6 construction, radiant heated garage, and dense insulation. There is plenty of room for one to personalize its space as the current (original) owners have maintained a neutral interior throughout. Wide plank floors boards create a seamless passage from one room to the next, connecting the second and first floors into one sizeable space. Two staircases split the homes upper level into one area for your private living quarters, and another large room to house your personal hobbies. The property has been thoughtfully designed to include space for all your entertaining needs. There is a blue stone patio off the kitchen, heated pool, and multi functioning barn. Stonewalls have been tastefully woven throughout the grounds to create a textural element to the landscape, resulting in a lovely layered retreat. The 4.5+ acres offer seclusion in a central location, with many coveted downtown areas just a few short miles away.

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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18 Ranney Hill, Roxbury, CT 06783

Price$1,099,000

Est. Mortgage: $/month

MLS Number 170091589

  • Single Family
  • Property Style Other
  • Bedrooms 4
  • Bathroom 4
  • Acreage 5.49

New construction by Master Craftsman on 5.49 acre lot in beautiful Roxbury. This beautiful home is located close to town center on a quiet country road. This 4 bedroom, 3.5 bath, 3226 square foot shingle style home is built with the finest workmanship as well as the finest materials. The gourmet kitchen is amazing and features a center island and a stone fireplace. Thermador appliances include a 6 burner gas cooktop, a wall oven, built in microwave, a warming drawer, dishwasher and a refrigerator. All appliances have custom cabinetry that match the hand crafted cabinets. The open floor plan features a large open area that can be set up as a living room/dining room combination or a variety of different ways as your life style dictates. There is a lovely sun room off the kitchen. There is a mud room area coming in from the garage and a half bath close by. The upper floor includes a lovely master suite with walk 2 in closets and a luxurious master bath with soaking tub, dual sinks and a tiled shower. There are 3 additional bedrooms, 1 en-suite and 2 share a hall bath. There are beautiful wood floors throughout and the beams used are from trees that were on the property. The house sits up high with season mountain views. It is gently sloping with a level area with plenty of room for that soccer game. In the rear of the house is a blue stone patio with a site for a pool close by. Located within 90 minutes of NYC makes this a great second home or a full time home! Taxes TBD

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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54 Lower County, Roxbury, CT 06783

Price$569,900

Est. Mortgage: $/month

MLS Number 170090929

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 5.89

Pristine colonial on almost 6 acres, set nicely off a quiet, scenic country road surrounded by land trust. 2x6 construction, R-19 insulation, thermopane windows. Light and airy with a comfortable and versatile floor plan. Central air on main and upper levels. Tiled, eat-in kitchen with granite counter tops. Walkout to large deck overlooking a private, lush property. Dining room with tray ceiling. Living room with fireplace. Upper level master features tray ceiling, walk-in closet and spacious spa bath. Two secondary bedrooms share an additional full bath. Finished lower level suite with 4th bedroom, full bath, family room and walk-out. This could be the perfect space for an in-law, au-pair or guests. Security system. Wired for generator. Attached 24x24 2 car, heated garage. Large electronic dog fence area installed. Detached 24x36, 2 story, clear span constructed, propane heated, insulated shop/studio/office/barn/oversized 2 car garage with partially finished loft and bath. 2x6 construction, R-19 insulation. 100 amp service. Built in 2006, this beautiful custom space could easily house a home business, artist's studio, recreation/entertainment center or be the perfect place for a car enthusiast! If you're looking for a guest house, just bring your creative touches and finish it to your liking! The possibilities are endless!

Listing Courtesy of Coldwell Banker Residential Brokerage

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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139 Transylvania, Roxbury, CT 06783

Price$819,000

Est. Mortgage: $/month

MLS Number 170090237

  • Single Family
  • Property Style Ranch
  • Bedrooms 3
  • Bathroom 3
  • Acreage 2.25

After a meticulous restoration this stunning stone manor home will impress the most discerning buyer! Setback on a bucolic road seamlessly blends original detail with crisp modern finishes. Enjoy a roaring fire in the original "stone" room with vaulted ceilings and gleaming espresso hardwood floors. The eat in kitchen is every chef's dream, featuring leathered granite counters, a carrera marble center island, and professional stainless steel appliances. The dining room can easily sit 20 for the quintessential party. Dine/Entertain al fresco on one of the 3 magnificent outdoor spaces including an impressive bluestone center courtyard. Measuring over 600 sq. ft. (included in total) you can watch the latest films in your media/entertainment/game room. Three impeccable bedrooms, 2+marble spa like baths, architectural lighting throughout. The latest security system, HVAC systems and mechanicals complete this stunner. A private location yet within close proximity to dining, nightlife, shopping and major highways make this an incredible opportunity. Available designer furnished.

Listing Courtesy of William Raveis Real Estate

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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16 South, Roxbury, CT 06783

Price$495,000

Est. Mortgage: $/month

MLS Number 170086080

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 4
  • Bathroom 2
  • Acreage 3.71

Welcome to the Shepaug Valley Parsonage in Roxbury. This beautiful light filled Antique home with high ceilings was built in 1888. Charm & character throughout with hardwood flooring, built-ins, walk-up attic... Situated on 3.71 acres-of level to sloping property. Featuring 2 barns and a large shed. Country kitchen, spacious dining room with a fireplace, living room with a bow window, library with built-ins, sitting room, enclosed porch and 4 bedrooms complete this spacious and light filled home. Possible horse property and or special use. Upgrades include: central air, windows, heating system, one of the 2 barns has an upgraded electrical system... Mature plantings and perennial gardens. Close proximity to the historic town of of Washington, the Village of New Preston and only 90 minutes to NYC. Near-by Shepaug River with a natural waterfall and an old fashion swimming hole for Roxbury residents. Scenic and secluded Roxbury is a real treasure within minutes of all amenities. A remarkable property with many possibilities!

Listing Courtesy of Real Living Scalzo Group Real Estate

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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: 4.57% last updated on Jun 21, 2018
* 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$1,590,000

Est. Mortgage: $/month

MLS Number 170084675

  • Single Family
  • Property Style European, Other
  • Bedrooms 4
  • Bathroom 4
  • Acreage 5.85

90 minutes from NYC with beautiful sunset lake views. Sophisticated and lavish hideaway that reflects that magical merging of creativity and architecture. Once you see it, you'll want to own it. Fully remodeled in 2016, the 4,000+ sq/ft custom home is a masterwork of design and craftsmanship. Every detail was carefully selected and quality crafted. Highlights include a custom Neff kitchen, Perrin and Rowe fixtures, exquisite Klaff baths, stone and Cherrywood flooring, solid mahogany doors, Marvin windows with wood shudders, stone fireplace-all capped beneath an intricate hand-split cedar shingle roof. Living is easy in this tucked-away home with perfect westerly views that look down on the 50-acre Wright's pond and a beautiful lush valley accented by stone walls. Plenty of natural light and sprawling entertaining spaces flow inside and out-to the viewing patio with hand-cut stone, to the stunning infinity pool and spa, to the cascading waterfall beyond. Additional amenities include: Sonos sound system; steam shower with spa; spacious Master Suite with balcony overlooking the park-like grounds, mountaintop viewing platform, fire-pit, terraced golf putt, and irrigation system. Set far back from the road with tons of privacy on rare waterfront land, this offers resort style living in the highly desirable town of Roxbury Ct, close to restaurants and shopping.

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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104A Botsford Hill, Roxbury, CT 06783

Price$1,175,000

Est. Mortgage: $/month

MLS Number 170082685

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 2
  • Bathroom 2
  • Acreage 16

Great opportunity to own 16 acres of open land in one of the prime locations in Roxbury . Offering a five room two bedroom Cape house with Living room with fireplace. Three barns, one with a Club room offering a fireplace and kitchen. Open lush fields plus long views. Prime location.

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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88 Painter Ridge, Roxbury, CT 06783

Price$2,100,000

Est. Mortgage: $/month

MLS Number 170084060

  • Single Family
  • Property Style Contemporary
  • Bedrooms 5
  • Bathroom 6
  • Acreage 22.7

Overlooking a majestic, commanding view, positioned on nearly 23 acres of meadow, fenced in paddocks and four stall barn, this 5,000 sq. ft. custom built, brick contemporary proudly enjoys western sunsets in a most desirable Roxbury location with frontage on both Two Rod Highway and Painter Ridge, framed by impressive stone walls and mature landscaping. The handsomely fenced paddocks and four stall horse barn with tack room, 2nd story hay loft and farm equipment storage, supplies this active horse farm with modern amenities for the novice or experienced horse enthusiast. The pool and hot tub / garden room provide a relaxing respite from your ride when not lounging on the private patios, taking in the views. Interior features include two fireplaces, a wet bar in the family room, five bedrooms en suite (includes a separate in law apartment), partially finished basement, updated mechanicals, newer roof, custom cabinetry and an open, airy environment are dominated by soaring ceilings. Lovingly cared for by one owner, this 1988 homestead is poised for a 2018 freshening, suitable for the sensibilities of the most discerning buyers.Note: Acreage includes 17.65 acres at 88 Painter Ridge (taxes $11,336) and contiguous 5.1 acre parcel at 53 Two Rod Highway (with taxes of $1,725) in Washington. Rare opportunity.

Listing Courtesy of Berkshire Hathaway NE Prop.

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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30 Highmeadow, Roxbury, CT 06783

Price$1,500,000

Est. Mortgage: $/month

MLS Number 170083109

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 20.3

Beautiful Estate,20+ level Acre Property In Lovely Roxbury. Horse Property Or Nature Lovers Paradise ,Open W/ Views, also Some Lightly Wooded Land W/ A Trail For Horses, Hiking, Atv's, Many Barns, Also Party Barn ,Many More Amenities. Renovated 4-stall barn 80 ft. long with a workshop and room for tractor or golf carts or cars. New 5-stall barn 60 ft by 25 ft under construction. A one of a kind property with mountain views. An outdoor wood furnace for saving on oil. New fencing with 5 large turn outs. Beautiful home with very high ceilings and well built construction through out. was renovated down to the studs in 1999. A almost new swim spa. A new whole house generator. This is a must see house.

Listing Courtesy of Hegarty & Co Real Estate

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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389 South, Roxbury, CT 06783

Price$499,900

Est. Mortgage: $/month

MLS Number 170079297

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

Welcome Home!! Enjoy the Tranquil & Serene Setting, as you Relax on your Open Porch and Feel the Soft Quiet Breeze while Overlooking a Babbling Brook. There is nothing to do to this Totally Updated Home than pour a Glass a Wine, Kick off your Shoes, and Enjoy Life. Entertain your Guest in a Wonderful Open Floor Plan with an Remodeled Kitchen that has Maple Cabinets, Granite Counters, SS Appliances, Breakfast Nook and Dining area. Then Enjoy Entertaining in both the Family Room and Living room complete with their own Fireplaces. Relax in your luxurious Master Bedroom Suite with Full Bath and Large Closets. A Wood Stair Case leads to the Lower Level which provides an additional 1900 Square Feet complete with Family/Great room w/Built-ins, Den/Office/Bedroom (separate Zone), Recess Lighting, New Carpeting and abundances of Storage. Beautiful Hardwood Floors Throughout, Newer Anderson Windows & Doors, Carrier Furnace/Hybrid Heating, 200 Amp Upgraded Service, Well Pump, Driveway, 2 Car Garage, Freshly Painted and Much, Much More. Make this YOUR DREAM HOME!!! Click on the Virtual tour for your Personal Tour of this Lovely Home.

Listing Courtesy of William Raveis Real Estate

{$office->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: 4.57% last updated on Jun 21, 2018
* 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.