Roxbury CT Real Estate

Corn Field in RoxburyTucked away amid the rolling hills on Route 67 is the town of Roxbury. The Mohegan Indians named the area “Shepaug”, which means “rocky water”, for the beautiful, meandering river that cuts through its lowest valleys. The area became Roxbury when it was settled in 1713, and is true to its name considering the abundance of New England fieldstone walls crisscrossing its picturesque, rural landscape. Due to the tranquility of the area, many famous artists, actors, playwrights and more have called the area home, perhaps most notably Marilyn Monroe during the late 1950s.

>> Learn more about the town of RoxburyRoxbury Real Estate for Sale

Properties in Roxbury

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18 Falls Roxbury CT 06783

Roxbury, CT18 Falls Road

Price$4,300,000

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: 3.15% last updated on May 28, 2020
* 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 Tophet Roxbury CT 06783

Roxbury, CT53 Tophet Road

Price$3,250,000

Est. Mortgage: $/month

MLS Number 170219302

  • Single Family
  • Bedrooms 4
  • Bathroom 7
  • Acreage 9.57
  • Square Feet 7,451

Located about 85 miles from Manhattan, this marvelous country estate provides quiet privacy and tranquil surroundings, tucked into the Roxbury Land Trust on two sides. An impeccable Roxbury manor looks out over nine level park-like manicured acres with mature landscaping, colorful and fragrant perennial flowers and plantings. Picturesque patios, decks and stone walkways abound, a curved stone staircase leads to the heated outside pool and a small pond add to the prestigious setting. Recent high-end expansion and upgrades provide easy living as a vogueish home for a weekend and Summer retreat or a grand primary residence! Walk in to discover the elegant upscale surroundings that provide hints of New England yet, are elegantly bright and open. A brilliant great room exudes the beauty of the outside environment through three walls of glass. Central to the house is an impressive dining room, providing a great space for a grand banquet. The well-equipped Kitchen, bright and open has a wonderful large breakfast nook opening into a side foyer. On this main level you will also find a spacious master suite and comfortable office with two walls of windows and a fireplace. Downstairs there is a large room for possible use as a gym or theater room. Also find a lengthy indoor gunite lap pool complete with a full bath, an automatic cover to retain heat and a slider leading out to the gardens...continued in the Addendum...

Listing Courtesy of Keller Williams Realty

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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

Roxbury, CT143 Tophet Road

Price$1,575,000

Est. Mortgage: $/month

Pending

MLS Number 170289134

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

Distance yourself at this move-in ready country farmhouse for all seasons. 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. This open space house is designed with 8 foot+ ceilings , detailed millwork and oversized window banks, overflowing throughout with natural light. Four generous en-suite bedrooms. Multiple dedicated home office spaces. Excellent mechanical systems, including a Quietsource 27K generator. Peaceful and private, yet within easy reach of area recreation, farm stands, organic groceries, restaurants and boutiques. Less than two hours from the Big City. If you desire a gracious, updated country home wrapped in natural beauty, come take a look. Agent Owner.

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

Roxbury, CT20 Grassy Hill Road

Price$1,549,000

Est. Mortgage: $/month

MLS Number 170296059

  • Single Family
  • Property Style Contemporary, Barn
  • Bedrooms 5
  • Bathroom 9
  • Acreage 3

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!

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

Roxbury, CT53 Southbury Road

Price$1,500,000

Est. Mortgage: $/month

MLS Number 170295710

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

Discover a flawless connection between the tranquil outdoors to indoor living with this bold sun-filled property. Perched on 5.85 acres of secluded park-like land with impeccable landscaping, this unique Tudor-style dream is located in a world of its own with celebrated elegance and starry nights - a true fairytale. 53 Southbury offers 4 expansive bedrooms, a private circular driveway, a hand-split cedar single roof, Marvin windows w/ custom shutters, and more custom designs throughout. Spring & Summer with loved ones will be one to remember w/ a remarkable in-ground heated gunite pool w/ spillover spa, perfect for both splashing around and relaxing w/ an added bonus of the custom waterfall! Walk-in to the grand entrance to see custom arched mahogany doors, sweeping staircase & rich hardwood floors. The living area flows effortlessly into the large dining room, perfect for entertaining. Friends & family will all enjoy the stone & mahogany Neff kitchen w/ spacious breakfast nook overlooking the private pond and access to your large outdoor deck! Master bedroom suite shines with a private outlook, ensuite w/ tub & custom steam shower w/ waterproof television. This wonderous property also has a full basement complete with washer/dryer, and a large rec space perfect for a home theater, playroom, or more. A true visionary retreat offering superb pond fishing, canoeing, kayaking, and memories that will forever be cherished- come see why this outstanding delight is perfect for you!

Listing Courtesy of Executive Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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 Good Hill Roxbury CT 06783

MLS Number 170296971

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

Embrace living in one of Litchfield County's A+++ towns. Light filled open floor plan. Chefs, eat-in kitchen with French doors to patio. Formal dining room. Spacious family room with spectacular fireplace and pizza oven. Opens with French doors to deck with multi level entertaining, newly gunited pool and new equiptment. Chic & comforatable living room also has French doors to deck with hot tub and pergola. Master suite includes soaking tub with views, glassed in shower and dressing room. One more bedroom with full bath. 3 bedrooms are part of guest suite sharing luxurious bath, jacuzzi tub/shower and separate access to kitchen. Updates include: newly renovated main floor, updated Resoration Hardware bath and new HVAC system. Enjoy magnificant sunset views. Safe and conveniently nestled between the towns of Washington, Woodbury, New Milford and all their amenities. 90 mins from NYC. Association has responcibility for maintenance of shared private road - 3 homes total.

Listing Courtesy of William Raveis Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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206 North Roxbury CT 06783

Roxbury, CT206 North Street

Price$1,250,000

Est. Mortgage: $/month

MLS Number 170281260

  • Single Family
  • Property Style A-Frame
  • Bedrooms 3
  • Bathroom 4
  • Acreage 4.09

TO BE BUILT. "The Woods" has arrived! Custom 2200-3500 sq foot home on beautiful 4.09 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. This stunning home-site features un-touched historic stone walls and an abundance of pine trees, oaks and maples for ultimate privacy. Jill Sloane Owner/Agent.

Listing Courtesy of Halstead Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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381 South Roxbury CT 06783

Roxbury, CT381 South Street

Price$1,200,000

Est. Mortgage: $/month

MLS Number 170287889

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Acreage 6.03
  • Square Feet 4,112

Drive over a small bridge and up through tall pines to reach this distinctive and very private property on 6 park-like acres. A gracious wood paneled foyer leads to a thoughtfully designed kitchen with high-end appliances, spilling into a great room with a stunning stone fireplace, large windows and beautiful breakfast area. French doors open to a stone terrace. 3 elegant bedrooms (all en-suite) with first floor master. 3 fireplaces. Enormous finished basement with endless possibilities and lots of storage space. Impressive high ceilings, the finest stone and woodwork, and exacting attention to detail. A true Roxbury reverie. (Please see video icon above).

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

Roxbury, CT25 Highmeadow Lane

Price$975,000

Est. Mortgage: $/month

MLS Number 170234250

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 27.87

If you love horses you'll love this property! Main property has 17.31 acres PLUS there is an additional 10.56 lot that comes with the house that abuts the subject property. Some pastures have been fenced in this house is ready for horses with an 8 stall barn completely outfitted for boarding horses. The barn has a 980sq ft living unit above it for the caretaker. In addition there is a 3 bay garage/barn and four additional out buildings for storage for animals/chickens etc. A small pond also enhances this property! This house is located on a cul-de-sac and is very private. The main house was freshly painted with new carpets, new granite counter and high-end appliances. The huge family room steps out to a huge deck over looking the pastures and the valley, the walk out basement is fully finished with bathroom and fireplace. Only minutes to Rt84 and Rt 90. Make this your country get a way! - 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 Aspen Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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329 South Roxbury CT 06783

MLS Number 170289657

  • Single Family
  • Property Style Bungalow, Cottage
  • Bedrooms 3
  • Bathroom 4
  • Acreage 3

"TO BE BUILT" Custom home on 3 private acres in the quintessential New England town of Roxbury. Approved building lot, Site has been cleared, Driveway roughed, Excellent perc tests, Approved for a 4 Bedroom septic. Ready to build your own beautiful country home! 2300 square feet, 3 Bedrooms, 3 1/2 Baths, Open Floor Plan, Hardwood Floors throughout, Great Room with Stone Fireplace, French Doors, Open Kitchen w/Quartz Counters, Shaker Style Cabinets, Dining Room, 1st floor Master Bedroom, 2 Additional Bedrooms both En-suite, 2 Car Detached Garage. Perfect opportunity to have your own custom built home in the beautiful hills of Litchfield County and less that 90 minutes to NYC

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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 Davenport Roxbury CT 06783

Roxbury, CT1 Davenport Road

Price$899,000

Est. Mortgage: $/month

Pending

MLS Number 170247463

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 3
  • Bathroom 3
  • Acreage 4.12

Charming renovated 1840's getaway in northern Roxbury. 3 bedrooms in main house and separate 1 bedroom guest house above 2 car garage. Heated pool with Roxbury granite surround, brook, waterfall, irrigation, garden shed, generator and fabulous mature landscaping. Magical setting located between Roxbury town center and Washington Green just 5 minutes in either direction. Stone rear terrace overlooking brook and waterfall. pathway over waterfall to enclosed garden across brook. Very special.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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51 Mine Hill Roxbury CT 06783

MLS Number 170286329

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 4
  • Bathroom 4
  • Acreage 2.73

Country living in a small rural town right out of Currier & Ives! This lovely 4 bedroom, 3.5 bath home is set on a 2.73 acre lot on a gravel road, directly across from land trust with miles of hiking trails. There is an in ground, gunite pool for your summer enjoyment. Come in from the 2 car garage to the mud room. The antique home has had many updates and has a very cozy feel with a fireplace in the dining area off the kitchen. There is a large great room with a vaulted ceiling, beams and an additional fireplace for those cozy nights. The updated kitchen is bright and cheerful with lots of light. There is a full bath on the main floor as well as a half bath. The master bedroom suite is on the upper level with a lovely full bath and a walk in closet. There are three other bedrooms on this level as well a another full bath. Enjoy the areas farm to table restaurants, farmers markets, country fairs and art exhibits. There are many outdoor activities with the areas thousands of acres of land trust with hiking trails, lakes and rivers for fishing and kayaking. There are ski areas close by also. Located only 90 minutes from NYC, this would be a great weekend escape as well as a full time home.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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.