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The Matthews Team

Secluded Homes in Connecticut

Browse listings for secluded homes in Connecticut's Litchfield County. You may also be interested in viewing homes with acreage.

CT Secluded Homes for Sale

Contact The Matthews Team at 860-868-0511 or online with any questions or to schedule a private tour.

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96-112 Romford Road Washington CT 06794

MLS Number 170435811

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,516
  • Acreage 46.97

Private Helipad & Landing Strip on a magical hilltop setting in Washington, CT. This secluded 50 acre estate includes an elegantly renovated Colonial with 4 bedrooms/4 bathrooms, luxurious master suite, gourmet kitchen and windows galore to take in the extraordinary distant views. The long driveway winds through a myriad of colorful flowering trees past deep, pristine ponds with an island. Imagine living here to witness the fall foliage turn throughout the river valley and across the distant hills. Property features a heliport and airstrip with hangar for your private plane, providing quick and easy access from your backyard to NYC, or to the Cape islands and the Hamptons in 45 minutes! Enjoy sunrise to sunset views on your private oasis conveniently located just mins to town center.

Listed by Shelly Tretter Lynch and Rick Distel of Compass Connecticut,LLC

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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41 West Morris Road Washington CT 06794

Washington, CT41 West Morris Road

Price$2,050,000

Est. Mortgage: $/month

MLS Number 170480594

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,950
  • Acreage 7.04

Long private drive leads to this peaceful & secluded country property surrounded by conservation land. Mature plantings, rolling lawn & stone patios surround this spacious updated 11 room farmhouse. Elegant & pristine, the open & airy house offers beautiful moldings, wood floors & tall ceilings. To the left & right of the main foyer is the formal living & dining rooms that mirror each other. The 2-story family room has a fireplace, is open to the kitchen and the abundance of windows allow natural light to pour into both spaces. Two sets of French doors lead to the extensive rear stone patio. The updated kitchen boasts Carrera marble countertops and includes a DCS refrigerator, a DCS 6 burner with grill two oven gas range & Bosch dishwasher. Off the kitchen is a mudroom, laundry room & half bath. The main level also includes the primary bedroom with two walk-in closets, full bath & has access to the rear patio. Also on the 1st flr is an en suite guest bedroom. The main staircase leads to a loft style library with two walls of built-ins & cozy window seat. There are two bedrooms on the upper level with vaulted ceilings. One bedroom is a suite with sitting room & full bath. At the opposite end of the house is a spacious game room with vaulted ceilings, gas fireplace and a staircase to the main level. In the walkout lower level is the exercise rm. There are multiple patios, gardens & a gorgeous in ground Gunite pool built by Scott Pools. Nothing to do but enjoy the country life!

Listed by Maria Taylor and Claudine McHugh of Klemm Real Estate Inc

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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401 Hoop Pole Hill Road Woodbury CT 06798

Woodbury, CT401 Hoop Pole Hill Road

Price$1,900,000

Est. Mortgage: $/month

Under Agreement

MLS Number 170405026

  • Single Family
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 6,216
  • Acreage 27.24

Stately Colonial with magnificent eastern views of the Litchfield Hills located on 27 peaceful secluded acres. A sweeping driveway through a 10 acre meadow leads you to the hilltop perch of this distinctive residence, a 20'x60' gunite heated pool, a full basketball court and a 1.5 story barn. Upon entry the foyer is flanked by the formal living room with a fireplace and the formal dining room with raised panels and chair rail. Cross the center hall to the informal great room with a coffered ceiling, a wall of windows, floor to ceiling fieldstone fireplace, built-in bookcases and French doors to the flagstone patio. The grand chef's kitchen features marble counters, abundant cabinets to the ceiling, 2 dishwashers, Wolf range and wall ovens and Subzero refrigerator, an island, a raised river-stone fireplace and slider to the patio. First floor has an ensuite bedroom and a screen porch overlooking the pool and the spectacular views. On the second floor all 4 bedrooms are ensuite. The master suite focal point is the stone wall with a raised propane fireplace. There is a dressing room and walk in closet. Laundry is on the second floor. The basement has 3 finished rooms suitable for a variety of uses and a home gym outfitted with Technogym equipment. The large ensuite room over the garage is perfect for guests or home office. Whole house generator. New windows. New in-ground internet cable with 1GB speed. Property abuts Roxbury Land Trust.

Listed by Chuck Goldbach of Berkshire Hathaway NE Prop.

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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141 Poverty Hollow Road Newtown CT 06470

MLS Number 170355313

  • Single Family
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 3,657
  • Acreage 44.22

Exceptional opportunities abound for your imagination on these 44+- fabulous acres. Perfect for a secluded family compound for privacy and protection, an equestrian paradise with trails for the horse lover or just hike in all seasons and enjoy the serene and picturesque property around you. Protected lands (Aquarion Water) surrounds most of the property which provides added privacy. This is an estate area amid horse farms, prestige properties, and gentle hills. Nature has provided fabulous long distance views and picturesque terrain with a mix of cleared fields, woods and ponds. One section of the property contains a charming old colonial house built in the early 1800's, a barn, one-room schoolhouse and other outbuildings. The colonial home has been owned by the same family since the 1950's and would need a complete renovation. Situated close to Redding border on a road with an easy commute to lower Fairfield County and New York City

Listed by William Piccirillo of Keller Williams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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58 Botsford Hill Road Newtown CT 06470

Newtown, CT58 Botsford Hill Road

Price$1,450,000

Est. Mortgage: $/month

MLS Number 170443253

  • Single Family
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,606
  • Acreage 10.22

Fantastic homestead property with many entrepreneurial opportunities and farm assets. 10.22 charming acres, both cleared and wooded, running brook and a pond, very private and secluded. Enough room for private golf course or helicopter pad. Very well built 2600sq.f cape style home, with 10 rooms, 2 bathrooms, 2 car garage, dry basement, concrete bomb shelter. Large 50x50 barn with 5 matted stalls, concrete barn isle, large roof shelter, heated tack room with sink and frost free hydrant. Barn loft for hay storage, nice loft hangout room with many possibilities, 3 walk in stalls, feed room, 6 frost free hydrants, 3 fenced in outdoor paddocks and 2 large fenced pastures. Direct access from property to miles of NBLA horse trail system. Beautiful art studio cottage with many possibilities as Airbnb, rental etc. Large outdoor deck with aluminum gazebo, RV carport pavilion, fenced vegetable garden, pond and a running brook for farm irrigation. Multiple campground areas with stone fire pits around the property. 1.5 miles to all services, 2 miles from highway 84, 1.5hrs to New York City. Perfect property for horses or other livestock , farming, Airbnb, home rental, camping, outdoor enthusiasts, entrepreneurs, investors. Property also comes with significant farm assets, as it has been a working farm for last 20 years. Motivated seller, all reasonable offers will be considered. Newtown has one of the best school system in the country, it is a perfect place to raise your children.

Listed by Jorge A Zea of Blue Lighthouse Realty,Inc

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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50 Quanopaug Trail Woodbury CT 06798
Under Agreement

MLS Number 170469467

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,691
  • Acreage 4.43

Dramatic contemporary, privately set on over 4 acres. Three fireplaces, wrap around deck, skylights, cathedral ceiling, hot tub room, exposed beams, remodeled baths. This multilevel home has two loft spaces- great for those who work from home. Enjoy the outdoor fireplace and in ground heated salt water pool. Secluded yet close to town amenities. Your own little vacation spot in the pines!

Listed by Sindy Butkus of Klemm Real Estate Inc

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%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 Tuccio Court New Milford CT 06776

MLS Number 170482602

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,259
  • Acreage 2.64

Your secluded & serene compound awaits! While resting at the end of a cul-de-sac & close to the Lake Lillinonah, your new estate offers stunningly lush & vibrant year-round views providing cascading privacy all seen by your exterior multi-tiered balconies! Large lot offers the ability to install a pool adding to your oasis! The proximity of this location makes your options endless w/NY just 1 hr away! This location proudly boasts the most elegant of estates as your custom Colonial showcases exquisite master craftsmanship & masonry that have this home standing out from the rest! Meticulous landscaping curls around the home & draws you in as the breathtaking 2 story marble grand foyer welcomes you in past the leaded glass double doors. A must have chef's kitchen w/center island, bar & breakfast nook. Kitchen gives way to an impressive family room w/soaring ceilings, carved limestone & crowned w/a mantled fireplace. 1st flr also hosts a masterful office, master suite retreat guarded by French doors & a luxurious spa-like master marble bath. 2nd flr hosts 3 generous bedrooms w/walk-ins closets & large bonus room. Lower level is pre-plumbed for additional bathroom. Whole house surround sound, multiple heating/cooling zones & whole house humidifier. 4th flr offers an additional 843sqft w/original plans for home theater.

Listed by Jacek Mikolajczyk of Berkshire Hathaway NE Prop.

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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82 Transylvania Road Roxbury CT 06783

Roxbury, CT82 Transylvania Road

Price$1,150,000

Est. Mortgage: $/month

MLS Number 170395038

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,062
  • Acreage 21.07

Secluded 21+ acre retreat on a quiet road in Roxbury, Connecticut. This sophisticated 4000 square-foot colonial sitting in its serene location with privacy surrounding you has exquisite millwork throughout. Designed and detailed for fine living. Kitchen features granite counters, granite backsplash, double wall ovens, subzero refrigerator, natural cherry cabinets and 10 foot ceilings throughout. The beams in the great room give you a marvelous 36×26 square-foot room. The formal library/office has pocket doors for privacy. Formal dining room. Two laundry rooms. Foyer chandelier has electric key to lower for cleaning. Lighting package. Central air, central vac. Master suite has large master bath, two person shower, Jacuzzi for two and a large walk-in closet. Oversize three car garage with workshop space. Basement with 10 foot ceilings also for your exercise area and workshop space. 40×16 foot deck. Large enclosed sunporch. With a babbling brook that runs across the property. Possible equestrian just add a barn. 4 thermostats for heating control. Two 330 gallon oil tanks. 10 foot ceilings throughout the home including the basement. 40x16 Party Deck. Lot is Sub dividable. Minutes from town center. All near Parks, trails, river, lake, Private schools and medical facilities. 90 min to NYC, NJ, Boston.

Listed by Beatriz Conroy of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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150 Gillette Road New Hartford CT 06057

New Hartford, CT150 Gillette Road

Price$1,125,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170408960

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 6,890
  • Acreage 62.5

BRING OFFERS! FULLY FURNISHED Amazing serenity best describes this 62.5 private acre estate with plenty of room to expand. Secluded 1/2 mile from the road sits this very unique custom colonial log home. Surrounded by nature, this home exudes the feel of a resort, offering the perfect staycation oasis where the family can work remotely, entertain & play. This exceptionally efficient and well-designed home offers large, open and airy rooms throughout, with custom tongue and groove pine board walls and ceilings. The huge inviting living room with a gorgeous granite 5' wide fireplace, 24' cathedral ceiling and built-in custom library is rustic yet elegant. The spacious eat-in kitchen features granite counter tops, double convection ovens & red birch cabinetry. The large dining area is off the kitchen and a gentleman's room off the dining room area with a wet bar, pool table and half bath. Upper level has a grand master suite with full bath and walk-in closet and two oversized bedrooms with another full bath. The finished lower level features an office/4th bedroom, large game room with built-ins, full gym and full bath. From this level, you can access the back yard or the three-car garage with high ceilings and one ten-foot-tall garage door. The well-manicured two acres surrounding the home offers mature plantings, fruit trees, in-ground pool with pool house and hot tub. Bring your horses, quads, or Jeeps for the many trails on this property.

Listed by Jennifer Roller of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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34 Tamarack Lane Goshen CT 06756

Goshen, CT34 Tamarack Lane

Price$999,900

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170458866

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,238
  • Acreage 6.32

Builders Own Home constructed with only the best materials and set on a perfect lot. Like-New Colonial with detached in-law apartment and 3 car garage set on a secluded lot on a cul-de-sac road. Sparkling Eat-in-Kitchen with Coffered ceilings, Center Island with Breakfast Bar, Stainless Steel Appliances, and gleaming stone countertops. Dining Room with Coffered ceilings. Family Room with Coffered ceilings, Fireplace, and built-ins. 2nd Kitchen / Pantry. Upstairs Master Suite with walk-in closet and attached full bath with Marble countertops, marble top tub, and tile surround shower. 2nd and 3rd Bedrooms with walk-in closets. 4th room upstairs. Hardwood Floors throughout! Finished lower level with office and Gym. Detached Barn with in-law. In-law has Eat-in-Kitchen with granite countertops, full bath, Living Space and Bedroom. Main house has attached 2 car garage. Barn has additional heated garage, for a total of a 3 car garage. Gorgeous grounds with delightful entry drive. The home is set perfectly on the lot with nice approach and gorgeous front, back, and side yards with total privacy! Cedar Deck. Fruit Trees. Garden. Plenty of cleared land to enjoy! High End mechanicals including Hydro-Air Heat and some radiant heat, Central Air. This home has it all. Perfect for a full-time home or a weekend retreat in the Litchfield Hills!

Listed by John Donato Jr of Showcase Realty,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 Pond Ridge Road Goshen CT 06756

Goshen, CT27 Pond Ridge Road

Price$999,500

Est. Mortgage: $/month

MLS Number 170451604

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 2,166
  • Acreage 5

WATERFRONT - This timeless TBB farmhouse offers elegant, yet practical, features; including a front and back porch, open floor plan, and a secluded master suite providing the utmost privacy for the homeowner. The gourmet kitchen features a corner pantry (4' by 4'4"), large prep island, and a nearby formal dining room. For warmer months, enjoy the grilling porch just outside the kitchen. The restful master bedroom is quietly situated on the left side of the home, and boasts a spacious bathroom (9' by 17'1") with dual closets, a separate tub and shower, and a makeup station. The three secondary bedrooms, located on the opposite side of the home, share a 4-fixture bath. An attached storage room on the 2-car garage offers plenty of space for lawn equipment, minimizing clutter in the garage. A bonus room option (available for purchase under the Options menu) adds 439 sq. ft. of buildable space over the garage. Direct lakefront approved high and dry building site offering privacy, driveway in place, all testing completed, A-2 survey. Long views face South and West over the lake. Lightly wooded, stone walls, 400+ feet lakefront! Very private. see listing 170278256

Listed by Karen Newton and Stephen M Drezen of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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64 Hillside Road Woodbury CT 06798

Woodbury, CT64 Hillside Road

Price$999,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170463012

  • Single Family
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 6,965
  • Acreage 4.42

Luxurious, secluded country estate w/pool. You will fall in love with this custom built colonial that leaves nothing to be desired. Set back on a quiet country road in historic Woodbury, CT this home is on 4.42 verdant acres and offers privacy and a beautiful New England landscape. The first floor offers plenty of space for entertaining with an oversized family room with stone fireplace, sun room, den with fireplace, game parlor, LR and formal DR with fireplace. This home features large open kitchen with island, granite counters, Viking cooktop, double ovens and custom cabinetry. On the second floor are 4BRs and 5 full baths plus 1 bath in cabana. The huge master suite has a formal fireplace, window seats, walk-in closets, and balcony. Suite also includes a sophisticated 14x15 wood paneled room with bookshelves and center island that could double as a study and closet. Enjoy sunset views in rear of house from multi level decks, outdoor fireplace. The spectacular in ground pool has granite deck and is set amongst trees, gardens, waterfall and spa. Cabana has full bath, cabinets, refrigerator and sink for food prep. Fully finished basement, 7 car garage w/in-law/staff quarters, kitchen & wood stove, approx 1200 sq ft not included in total sq ft. This home has been host to many gatherings with plenty of room for family and friends. If you are looking for a private retreat to call home, you've just found it. You will never want to leave!

Listed by Jodi Langford of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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