39 Homes For Sale in Roxbury, CT

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$139,900Est. Payment
4 Acres
00 Phaeton Drive, Roxbury, CT 06783
Lots Land For Sale

Take in the natural beauty at this 4.25 acres lot in Roxbury! Located on a quiet, wooded cul de sac in a private setting. Build your dream home in this charming bucolic community!

$1,500,000Est. Payment
3 Beds | 3 Baths | 2,495 Sqft
92 Botsford Hill Road, Roxbury, CT 06783
House For Sale

Fully renovated in 2020 by a locally renowned architect, character, charm, convenience, and romance continue to define this stunning property, located in a whisper-quiet setting on an elevated position with mountain vistas along one of the most scenic country roads in Litchfield County. The white clapboard antique "modern" is beautifully sited on 6 cleared acres of rolling meadow bordered by stone walls and accented with canopied shade trees, a babbling brook, a spring-fed pond alive with life, and abundant birdsong this is the picture-perfect essence of New England just 90 minutes from NYC. The offering includes a 34-bedroom main house, 1-bedroom guest cottage, 4-stall horse barn, and detached garage/outbuilding. The core of the home is the historical farmhouse which has since been expanded and fully modernized into a family home or turnkey key away property The 2,495 square-foot c.1794 main house was designed for low maintenance and built to optimize live-work-play purposes with two separate home offices, pre-wired CAT-5, and an array of top-of-the-line features to satisfy those who enjoy combining work and leisure activities and blurring the boundaries between interior and exterior. Throughout the house are new Marvin windows with custom Hunter Douglas wood blinds, 8-inch live sawn oak flooring, custom millwork, stonework, lighting, and fixtures. Completely new central AC, plumbing and electrical wiring with 200AMP service, and new top-of-the-line mechanicals. A heated/cooled enclosed walkway with stone floor and mahogany ceiling allows optional entry for guests or direct access from the attached garage. The main floor features a comfortable "great room" style open layout with vaulted ceiling and a well-appointed sky-lit kitchen at its heart. Among its features are exposed aged beams, custom maple wood cabinets for ample storage and utility, quartzite counters with marble backsplash, an apron sink, 6-burner Viking gas range/oven, Bosch refrigeration and dishwasher, and quartzite center island with an induction cooktop and Bosch oven. The kitchen is designed for daily use but large enough to prepare gourmet melas for entertaining. A stone fireplace creates an inviting focal point for the airy great room composed of vaulted ceilings with triptych of windows providing ample natural eastern lighting and one of the best views of the property. Glass sliders provide direct access to the Mahogany deck -- best suited for al fresco dining, entertaining, lounging, or indulging in the serenity of the surrounding countryside. The adjoining room with a second wood-burning fireplace can serve as a media room or a more intimate space for gathering, with French doors and custom blackout shades that offer added privacy. Quietly located apart from the common spaces is the exquisite first-floor owners suite that echoes the same sense of scale with a vaulted ceiling, oversized windows also affording eastern views, and a generous walk-in closet with built-in shelving and drawers. The ensuite bath features counters and marble tiling, a huge walk-in glass shower with a double shower, and a soaking tub, also with a marble decking. There's also custom blackout shades installed in the bedroom for those who relish sleeping in. Completing the main floor is an office/nursery/playroom off the owners' suite and, separated by a powder room, a second office/study that can serve as a flexible fourth bedroom. Two bedrooms with a shared full bath with combo shower/tub comprise the upper level. The partially finished lower level with walkout to pergola-covered patio contains a laundry room and additional dry space for storage. The finished area is included in total square feet. The grandfathered guest cottage can be accessed via its separate driveway or walking bridge crossing the brook. It was updated to the same quality level as the main house and features an eat-in kitchen with slider access to a deck overlooking the grounds, a combined living/dining space with fireplace, one bedroom, and a full bath with combo shower/tub. The lower level was recently converted into a gym with 1/4" high-impact rubber floor and wiring for a wall-mounted TV and two separate storage spaces. The 6-acre property has been fully cleared and has an active brook running through it that runs to the pond. The grounds are as stunning as they are romantic, accented by mature shade trees, privacy screening plantings, recently planted maples and oaks for the next generation, and 40 newly planted spruces to provide impressive visual depth over time. The land is predominantly flat, with some gentle sloping around the perimeter. The pond has been cared for and stocked with trout and carp to mitigate algae growth over summer. In keeping with the neighborhood, the land is conducive to horses or planting gardens. There is plenty of room for a pool, and either of the existing outbuildings can serve as a future pool house. About the town of Roxbury, Connecticut The unspoiled and scenic town of Roxbury, located in beautiful Litchfield County, was incorporated in 1796. Roxbury was long known as a mining town, as silver was mined here as well as iron for steel making and granite used to construct, among other landmarks, the Brooklyn Bridge and Grand Central Station. Roxbury is also known as a picturesque farming town with its beautiful rolling hills and open fields, and its location within the watershed of the Shepaug River. The area is as diverse as its residents, which include actors, artists, writers and local tradesmen who help to keep the ambulance and fire department a volunteer service. Nearly 3,000 acres, or about 15 percent, of Roxbury's total area is conserved as open space under the stewardship of the Roxbury Land Trust. The Trust was established in 1970 and continues its mission to protect the natural beauty and rural character of the town, providing space for hiking, fishing, cross country skiing and biking. The commute to New York City is approximately 90 minutes.

$1,750,000Est. Payment
44 Acres
110 Town Line Road, Roxbury, CT 06010
Lots Land For Sale

Rare opportunity to build on one of the most beautiful elevated sunny parcels in Roxbury with dramatic vistas of the Shepaug River Valley and 240-degree views. Seller is in the process of having the property surveyed and perc tested.

$7,500,000Est. Payment
4 Beds | 7 Baths | 7,050 Sqft
848688 Good Hill Road, Roxbury, CT 06783
House For Sale

Opal House at Booth Hill is one of the finest properties in Litchfield County. Sited on 86 acres, with magnificent 20 mile views, enjoying complete privacy, you arrive at a private entrance flanked by a serene pond, cross a charming bridge and proceed up a long drive to the estate which includes a beautiful Georgian Colonial style Main House, set on sweeping lawns with mature trees and enhanced by spectacular professionally planned gardens. Two Guest Cottages, a Har-True tennis court, 25 x 50 heated gunite Swimming Pool, a 3 tee/ 2 hole golf course, several garages housing six car bays, and two storage barns complete the propertys amenities.The 12 room house, totally renovated in 1995, is designed for family comfort and entertaining and features classical architectural detailing, six fireplaces, a massive Living Room with a 12 window seat looking out to the Gardens and Views, and French doors leading to the flanking stone terraces and gardens. The open gourmet country kitchen, family room and breakfast area feature a large sitting area with fireplace, Viking Range, Subzero fridge, granite counter-tops, and other chefs features. There are four bedrooms, all with full baths en suite. The Master has numerous closets and 10 ceilings. There is a large playroom, easily converted to an exercise room, and full bathroom in the finished basement. A generator completely services the main house and guest cottages.

$350,000Est. Payment
3 Beds | 2 Baths | 1,628 Sqft
12 Acorn Hill, Roxbury, CT 06783
House For Sale

If youre looking for peace, quiet, solace & tranquility and a destination to escape this crazy world, youve come to the right place. Tucked in the Southeast corner of Roxbury, 12 Acorn Hill sits in a meadow surrounded by mature forests on over 4 acres of land. Accessed by a private driveway and resting on a level hilltop is this 3 bedroom, 2 bath rustic ranch style home with really good bones. Priced at close to land value the home with its oversized two story attached garage can be your weekend camp, lodge, escape or launch pad for your dream estate. Look out your kitchen window or sit on the large deck with your coffee in the morning and watch the deer graze in the back meadow. Well-built and generously sized, it will require some updates and finishing but bring your vision, your contractor or your sweat equity and enjoy the rewards. Wander into town for farm made ice cream or even some fresh distilled spirits low taxes arent our only attraction. Roxburys active Land Trust has set aside over 3800 acres of woodlands, waterways and farms to protect our rural heritage with 32 preserves and over 30 miles of hiking trails, stunning vistas and quiet places to enjoy natures splendor. With access to the Region 12 school district, including Shepaug Valley High School which is ranked among 2020's Best High Schools by U.S. News & World Report, Roxbury is conveniently located to multiple exits of Route 84, Routes 6, 7, 67, 172 and 317 and only an hour & a half to NYC.

$1,549,000Est. Payment
5 Beds | 9 Baths | 6,600 Sqft
20 Grassy Hill Road, Roxbury, CT 06783
House For Sale

Set on a Gorgeous Scenic Country Equestrian road. Contemporary with high ceilings, Open Floor Plan and Light everywhere from the grand window! Lush lawn and pasture with Horse Barn. Impeccably maintained grounds. The front entrance opens to a grand staircase with colossal ceilings, Hardwood floors and enormous picture windows with an exceptional view from every room The open kitchen offers gorgeous stone countertops and backsplash with island for easy entertaining. From the impeccable flagstone patio, to the sprawling 3-acre lawn. An enormous master suite includes beautiful en suite, large walk-in closet with built-ins & giant soaking tub! The lower level is complete with an abundance of space that could be used as an additional living space, home entertainment room or home based business! Other amenities..Horse Barn, gorgeous & mature landscaping, home office/art studio(separate structure), in-law suite, three-car garage, freshly painted inside and out, close proximity to town, & much more!

$625,000Est. Payment
5 Beds | 4 Baths | 2,400 Sqft
13 Phaeton Drive, Roxbury, CT 06783
House For Sale

Private, barn-style contemporary home on 4.25 acres in bucolic Roxbury! MORE ACREAGE AVAILABLE With 5 bedrooms and 3 1/2 bathrooms, there is plenty of room to spread out. The main floor consists of a large and dramatic living room with double height ceiling and wood burning stove that looks out onto a natural forest setting and has access to a deck that spans the entire rear of the home. Kitchen with island and breakfast nook also has sliders to the covered portion of the deck. The spacious family room has a fireplace and built-ins. 3 bedrooms on the 2nd floor, including the master with fireplace and en suite bathroom. Lower level has two more bedrooms, one with en suite bathroom and walk out to lower level patio area. The adjacent 4.25 acre parcel is also for sale, 00 Phaeton Dr MLS#170094831. Endless potential! Owner is a real estate licensee.

$2,900,000Est. Payment
5 Beds | 5 Baths | 6,494 Sqft
36 Bronson Mountain, Roxbury, CT 06783
House For Sale

One of a kind custom built property with celebrity appeal! Sitting on 14 Acres with Wonderful Mountain views the property is located on a gated private road that offers complete privacy from the press and unwanted 3rd party visitors. The home has been meticulously designed both inside and out. The finest details were incorporated in the design from top to bottom. With over 6400 square feet of living space, 5 beds, 4.1 baths, first floor home theater room, open concept kitchen and living room, formal dining room, first floor office, and a finished basement (with an additional 3400 square feet) that offers space for 10 cars this property offers plenty of size flexibility. Located just 90 minutes from NYC this estate is a rare find! Pre approval or proof of funds required before showing and listing agent must be present.

$325,000Est. Payment
3 Beds | 3 Baths | 2,930 Sqft
386 South Street, Roxbury, CT 06783
House For Sale

Country Contemporary Cape located in secluded Evergreen Woods; Extremely open floor plan kitchen with beautiful beamed ceiling; lots of light open and bright; vaulted ceiling, kitchen island, laundry room on first floor; fully finished lower level for studio or family room has high ceilings and tons of light and brick walls, interesting touches throughout including the master bedroom with built-ins, ceiling fans and vaulted wood ceilings say country but cozy too; Not too far from Roxbury Falls, Roxbury Boat ramp and Nature Preserve.

$579,000Est. Payment
4 Beds | 3 Baths | 2,390 Sqft
114 River Road, Roxbury, CT 06783
House For Sale

2-3 Bedroom 1 full bath with laundry (washer and dryer included)Accessory Apt (over three car garage) collecting $1,800.00 per monthMain house-1st floor 2 bedrooms 1 1/2 baths with mudroom and laundry, basement access for storage with Bilco Doors to exterior. Collecting $2,200 per monthComplete overhaul renovation in 2018-2019-New Andersen windows and doors and slider, new exterior vinyl siding, and PVC trim, new exterior decking, new electrical upgrades, recessed lighting, dimmers, new fresh paint, new appliances in both units including washer and dryer units. New front entrance door, upgraded insulation throughout home interior. 1,100sf unfinished walk-up attic space. Upgraded propane furnace/hotwater heater combo, etc...

$275,000Est. Payment
5.23 Acres
00 Hemlock Road, Roxbury, CT 06783
Lots Land For Sale

5.23 acres of land on a quiet town road near town. A-2 survey and soil tests are on file. Approved for a 4 bedroom septic (not an engineered system). Land was pasture at one time, but now overgrown with cedar, oak and hickory trees. Mostly level land that slopes into wetlands. Agent & owner are related. Additional land next door is also available. Prime building location!

$649,000Est. Payment
4 Beds | 3 Baths | 1,782 Sqft
23 Painter Hill Road, Roxbury, CT 06783
House For Sale

Country cape overlooking Roxbury Brook on 3 acres just up the street from Maple Bank Farm. Family room with brick & stone fireplace which blends into the kitchen with granite counters, breakfast bar & propane stove. A dining room is adjacent to the kitchen and a good sized living room. A den, which could be used as a first floor bedroom completes the first level all which hardwood floors. Upstairs is a south facing master bedroom with balcony, full bath, dressing area and walk-in closet. There are 3 more bedrooms on the second level all with wall to wall carpet. The home features central air conditioning and is well sited high on 3 acres with lots of privacy and room to grow. Convenient location in the wonderful town of Roxbury.

$895,000Est. Payment
4 Beds | 4 Baths | 2,541 Sqft
137 Flag Swamp Road, Roxbury, CT 06783
House For Sale

Amazing views and all the modern comforts in this reproduction colonial located along a quiet, lightly traveled country road, with easy access to a wide range of local farm fresh or bricks and mortar shopping. Grand stone fireplaces in the vaulted living room and kitchen anchor this move-in ready home positioned to enjoy the portrait-worthy western vista across the Shepaug River Valley, framing the Stuart Family Farm and 200+ acres of preserved land. Both the kitchen and first floor master suite have french doors that open up to an expansive stone patio with grilling, cocktail seating and outdoor dining areas from which to soak up the big views. Two additional guest bedrooms upstairs and a third exercise room/office that could easily be made into an upstairs Master. There is a walkout in-law suite in the basement with a tub/shower in the full bath, a kitchenette and both interior and exterior entryways. The mudroom side entry, a laundry station and a powder room are just off of the main kitchen. Original cottage and barn foundations offer interesting possibilities with cleared land suitable for paddocks.

$910,000Est. Payment
5 Beds | 5 Baths | 4,250 Sqft
116 South Street, Roxbury, CT 06783
House For Sale

116 and 114 South Street comprise a 4 bedroom 2.5 bath main house and 1 bedroom guest house. Bucolic and country road and completely private. The guest house is nicely situated away from the main house and could become a luxurious pool house. Gorgeous land with stone outcroppings. Open kitchen with massive fireplace. Large pantry, Family room, office and formal dining. 4 bedrooms upstairs. Ensuite master suite. Hot tub and room for a pool. Full basement with 2 car garage. An ideal house and guest house in an ideal location. Quintessential New England at it's best!

$2,400,000Est. Payment
5 Beds | 6 Baths | 8,185 Sqft
35 Bronson Mountain, Roxbury, CT 06783
House For Sale

Roxbury: 35 Bronson Mountain residing on 42 acres is a stunning shingle style architectural masterpiece. Beautiful open spaces are designed and detailed for fine country living. This home has five bedrooms, six baths, and 4 fireplaces. Award winning infinity pool and spa overlook the professionally designed landscape with natural wooded land as its backdrop. It's all very private and serene. Stone patio with fireplace and covered porch will be the place for outdoor entertaining and living. When you meander down the stone drive you will know you have come home to your forever place. For showings, plan extra time to take in all the details and excellence of craftsmanship. Close to everything yet so far away. Gated. Property includes 3 parcels.

$1,495,000Est. Payment
5 Beds | 5 Baths | 4,002 Sqft
295 North Street, Roxbury, CT 06783
House For Sale

Meticulously restored hill-top home on 12 private acres overlooking and abutting Steep Rock Preserve. Re-designed as a light-filled 5-bedroom, 4.5 marble bath home with a vaulted living room with fireplace, wide oak floor boards, chefs kitchen with island, giant game room, wine cellar, central HVAC, flagstone terrace, heated gunite pool, and horse barn. Private, views, must see!

$1,795,000Est. Payment
4 Beds | 5 Baths | 3,438 Sqft
176 Apple Lane, Roxbury, CT 06783
House For Sale

Stunning complete modern renovation. No detail/expense spared in this brand new home. Natural light floods this open floor plan, architecturally designed home. New heated gunite pool. Custom oak accent walls lead you from the foyer to the open living area. The dining room anchors the space. State-of-the-art eat-in kitchen features top of the line appliances, custom cabinetry, stone counters, island and pantry. The grand family room has soaring ceilings, a Fieldstone wood burning fireplace and new LED lit beams for evening ambient light. Picture windows frame the spaces, integrating the landscape with the interior rooms. First floor bedroom with en-suite bath and a large half bath. Upstairs, three additional bedrooms each with an en-suite bath: the master bedroom suite has 11 ceilings and a spacious, spa-like marble bath with double sinks, soaking tub and separate shower. Sunny, spacious studio/office allows added privacy and newly imagined lower level with space designed for a gym/playroom with doors leading out to the pool. Oak floors, LED lighting, custom cabinets, custom trim and accents, and generous closets throughout. Quintessential Litchfield County property on 4.23 +/- acres with formal blue-stone patios, custom Mahogany decks, sunny grass spaces, stone walls, potters shed, seasonal creek, and rock ledges mingled with natural woods. New windows, roof, mechanicals, siding, insulation, Generator, HVAC, central alarm system. WiFi & cable ready. Triple mint gem.

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