The Matthews Team

William Raveis Lifestyles Realty

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 William Raveis Lifestyles Team at 860-868-0511 or online with any questions or to schedule a private tour.

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96/112 Romford Washington CT 06793

Washington, CT96/112 Romford, Romford

Price$4,290,000

Est. Mortgage: $/month

MLS Number 170522415

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,516
  • Acreage 47

Relax and Unwind at this magical hilltop setting in prime Washington location. This secluded estate features an elegantly renovated Colonial home with open floor plan, luxurious 2 room primary suite, gourmet kitchen and windows galore to take in the extraordinary distant views. The long driveway winds through a myriad of flowering trees, mature forests with fern undergrowth and between pristine spring fed ponds(stocked with trout!) Property features a grass Helipad and grass Airstrip with hangar for your private plane, providing quick and easy access from your backyard to NYC, the Cape islands or the Hamptons in 45 minutes! Enjoy sunrise to sunset views on your private oasis conveniently located just minutes to Washington, New Preston, Bantam, Litchfield, The Mayflower Inn and Lake Waramaug. Imagine living here to witness the fall foliage turn! Multiple potential building sites or potential for conservation easements. Walk to indoor tennis courts at Rumsey Hall and to extensive Steeprock Land Trust hiking trails. Property includes house on 8+ acres at #96 and additional land at #112

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

$
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%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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147 Deercliff Avon CT 06001

Avon, CT147 Deercliff

Price$2,499,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170568536

  • Single Family
  • Bedrooms 5
  • Bathroom 10
  • Square Feet 9,898
  • Acreage 13

Views For MilesNestled on Avon Mountain with 13+ acres of privacy, welcome to three stories of heaven. With views to the Berkshires and shared sunsets with eagles, each day offers striking natural wonders. Elegantly designed with the finest materials. Inventive soaring windows invite jaw dropping views throughout the house - bathing every room in sunshine and natural light. The kitchen is a showstopper, a granite island for dining and a separate casual dining area. Gorgeously dressed in sumptuous granite, wood and stone and accessorized with top appliances, it is chef's delight. A huge butler's pantry enjoys its own entrance to the house, ensuring catering doesn't disturb. The dining room is inspired - accessed by a unique hall of windows to the east and the stately living room on the west. The Great Room is dominated by a stone fireplace and is adjacent to a polished wood library/office. A bonus room with a full bath on the first floor is ideal for a playroom or workout room. The secluded Master Bedroom Wing enjoys its own hallway, sitting room, private staircase to a 3rd floor office, separate his and her spa baths and closets along with a fireplace and balcony in the bedroom. The third floor offers a massive room for games and movies. The expansive landscaped grounds - rare in mountainside homes - are ideal for sports, while there is plenty of acreage to add a pool and tennis/pickle courts. Truly a study in elegance, style, and mastery, this one soars above the rest.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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162 Shortwoods New Fairfield CT 06812

New Fairfield, CT162 Shortwoods

Price$2,200,000

Est. Mortgage: $/month

MLS Number 170560343

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,366
  • Acreage 16

MILLION DOLLAR, dynamic, water views of BOTH Candlewood Lake and Squantz Pond are just waiting for you to enjoy year-round. This secluded, unique 16-acre estate also includes miles of spectacular mountain panoramas along with stunning sunrises and gorgeous sunsets! The elegant Gunite pool, with a stone deck, is surrounded by a sprawling manicured lawn. The pool house includes a covered patio, kitchenette, changing room, and half bath, along with storage. Plenty of space for a tennis, bocci, and/or basketball court to complete your own private resort design plans. The house has multiple decks, balconies, and windows overlooking this magnificent property. The fabulous open floorplan with cathedral ceilings accentuates the view as if it were part of the space. A new custom kitchen provides ample space for cooking and entertaining while adding to the beauty of the room. The master bedroom features a private balcony, a full bath with jetted tub, a walk-in closet with an organizer, a spa room with a sauna, steam shower & kitchenette, and a sitting room designed to enjoy the views. The 3 other bedrooms are located off the main level. There is a wide hallway (which could also be used as an office or sitting area) in the lower level leading to a huge family room with a covered deck and views. Easy commute to Westchester or NYC. Although extremely private this estate is located near many amenities for your convenience. CALL! See additional information in the addendum (Public Remarks)

Listed by Keller Williams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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15 Farm Roxbury CT 06783

Roxbury, CT15 Farm

Price$1,795,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170564355

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,337
  • Acreage 18

Located on 17.85 +/- secluded acres at the end of a private country road, this spacious, classically designed 4-bedroom Colonial is in pristine condition. Beautiful views extend over open land and woods. The main house adjoins the three-car garage through a covered breezeway. This Colonial's layout is perfect for both entertaining and everyday living. A gracious living room and a stately dining room both with wood-burning fireplaces flank the center hall and there is a formal mahogany paneled library with built-in custom bookshelves off of the living room. An open eat-in country kitchen leads to a cozy yet, sizable family room with a Fieldstone fireplace and two sets of French doors leading to a screened porch and a long flagstone terrace overlooking the grounds and woods. A double height staircase leads to an open landing, a master bedroom with wood-burning fireplace, an en-suite full bath with a soaking tub overlooking the beautiful view. There are three more bedrooms, one with en-suite bath, the others share a hall bath.Three unfinished spaces add value to this property: a huge dry, unfinished basement, an enormous space above the three-car garage and an unfinished attic. 90 minutes to NYC or perfect for year-round living.

Listed by Klemm Real Estate Inc

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 Newtown CT 06470

MLS Number 170566930

  • Single Family
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,286
  • Acreage 10

10.22 charming acres with a running brook and a pond, very private and secluded. 1956 well built 2600 sq.ft cape style home, with 10 rooms, 2 bathrooms, 2 car garage, basement and a bomb shelter. Large 50x50 barn with 5 matted stalls, concrete barn isle, large roof overhang for additional shelter, tack room with sink and frost free hydrant. Barn loft for hay storage, loft hangout room with pastures overlook, 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 NBLA horse trail system! Beautiful art studio shack with many possibilities such as Airbnb, rental etc. Large outdoor deck with aluminum gazebo, RV carport pavilion, fenced vegetable garden, pond and a running brook for farm irrigation. 2 miles to all services, 2 miles from highway, 1.5hrs to New York City. Newtown has the best schools in the country. Negotiable price/commission!

Listed by Beycome of Connecticut

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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255 New Milford West Bridgewater CT 06752

Bridgewater, CT255 New Milford West

Price$1,479,000

Est. Mortgage: $/month

MLS Number 170492724

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,401
  • Acreage 12

Unparalleled construction! Pictures do not do this estate justice. Awesome views out of practically every room to this sprawling, solid brick masterpiece. PRIVACY forever secured on 12.4 secluded acres. Architecturally rendered 3,400 SF deftly combines traditional with modern. Bulk of living on main level. Masterful 300' cut stone retaining wall, 5' high, lining rear patio makes for an amazing pool site! Arriving upon generous circular drive of pavers, treat your senses to jaw dropping views and sounds of flowing fountain. What a spot! Main floor Master, main floor office/4th BR, expansive patio, tractor shed, 3 car Attached Garage, gardens galore. Special open kitchen with floor to ceiling stone masonry fire grill. Wine Making Room in full basement. Propane Generac Generator. Come enjoy Bridgewater's casual country ambiance 1.5 hrs from Manhattan. Choice of fine closeby restaurants. Bridgewater residents enjoy use of extensive outdoor recreation facilities of country club quality, that include new pickleball court, 3 newly surfaced tennis courts, handball, array of ball fields, basketball court, playgrounds, fishing pond, Hilltop Senior Center, + resident-friendly Pratt Pavilion. Come dine in the Bridgewater Bistro. Our famous Bridgewater Country Fai a huge hit! Shown by appointment only. Make this rare find your family refuge for a lifetime. One-of-a-kind, located high up with heavenly privacy and views that dreams are made of.

Listed by Paul Valeri,Realtors

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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17 Gate Post Woodbury CT 06798

Woodbury, CT17 Gate Post, Flanders

Price$1,349,000

Est. Mortgage: $/month

MLS Number 170569311

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,694
  • Acreage 10

Beautiful and stately Georgian Colonial. Custom built on a secluded lot with long driveway. Home has stunning appeal upon entry. The open floor plan is perfect for entertaining with 23 foot ceilings, marble floors, ceiling palladium windows and a balcony that overlooks the family room. Home has a one of a kind spectacular kitchen with large center island for gathering with family and friends. The attention to detail is unmatched with high end appliances and custom cabinets in the kitchen and fine trim work and moldings throughout this home. The house sits on 10 acres of land and offers a 3 car garage. This is a must see!

Listed by Realtyworx,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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1321 Brookside Fairfield CT 06824
Pending Continue to Show

MLS Number 170558349

  • Single Family
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,740
  • Acreage 3

ENCHANTED GARDENS - With a magical setting created by renowned botanist and floral designer, Peter Stephens, this beautiful and enchanting 2.9 acre property is enveloped in secluded, private terraces, bubbling fountains, remarkable flower and vegetable gardens, whimsical secret vignettes and meandering pathways, garden sheds, barns (flowers, recreation, storage, poultry, ponies), twin paddocks, and meadows and river beyond. The charming circa 1894, 1740 square foot, 4 bedroom, 2 full Bath Farmhouse features an expansive Sun Room with pitched wooden ceiling, wood-burning stove, and sweeping vistas over the extraordinary property. This wonderful and convenient lower Greenfield Hill location is just minutes to Greenfield Hill & Fairfield Centers, shopping, recreational and cultural venues, beaches, great dining options, & Metro North Train Service to and from New York City.First Floor: Covered front Porch with wood flooring. Living Room with hardwood flooring & access to Full Bath with tile flooring, built-ins, pedestal sink and walk-in Shower. Dining Room with hardwood flooring. Side Entrance to Kitchen with hardwood flooring, farm sink, and closet. Appliances include: Six-burner Gas Range, and Refrigerator/Freezer. Den with hardwood flooring and French doors to expansive Sun Room with hardwood flooring (324 sq ft) heated by wood stove and not included in the square footage, pitched wooden ceiling, and doorway with staircase to dining terrace.PLEASE OPEN ADDENDUM

Listed by Higgins Group Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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202 Kent Warren CT 06754

Warren, CT202 Kent

Price$1,121,000

Est. Mortgage: $/month

Open House

MLS Number 170566663

  • Single Family
  • Next Open House: Sun 06/4 12:00 pm. to 2:00 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,538

Welcome to Stone Manor. This traditional four bedroom 3 bath home sits on 40.25 secluded acres. Offers personal office space and a formal dining room, a large primary suite and three oversized secondary bedrooms. The loft above the garage space has potential for music, art, or a yoga studio. The kitchen is custom built with upgraded appliances. The owner built a stone patio that is the perfect place for outdoor entertaining. The fireplace and handmade trellis is beautiful all year long. The barn can be home to two horses, hay and a work shed. There is a steel roof shelter further out on the property the owners provided for their horses. The driveway is a half-mile long with an opportunity to stop and enjoy the geese and baby goslings swimming around the pond. Well maintained Buderus furnace and water system. Underground utilities. Beautiful stonewalls, three additional stone fireplaces indoors and masonry work throughout this private country gem. Private beach rights to beautiful Lake Waramaug. Close proximity to Kent and Litchfield Schools and Fine dining. Enjoy morning coffee and bites at Warren Country Store.

Listed by William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 Windy Hill Redding CT 06896

Redding, CT7 Windy Hill, Umpawaug

Price$985,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170561144

  • Single Family
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,363
  • Acreage 2

Let the good times begin! Located in a desirable and quiet neighborhood, this 5-bedroom home with its 4 full baths and two levels of great entertaining space (indoor and out) is perfect for those whose numbers are growing or who enjoy having plenty of friends and family around. The open concept kitchen and family room is truly the center of daily activity with plenty of room to gather around the kitchen island or play board games by the wood-burning fireplace. Just outside is a spacious deck overlooking the yard and woods beyond. Just imagine the birds and wildlife you can spot! The lower level is a recreational paradise with plenty of room for a pool/ping pong table as well as a gym/yoga room plus a sitting area where you'll additionally find a gas fireplace. The lower level provides direct access to a stone patio and the 3rd garage bay. A main level ensuite bedroom could be au-pair/in-law quarters or a secluded home office. Upstairs all 4 additional bedrooms are ensuite. The primary suite boasts 2 magnificent walk-in closets and a wood burning fireplace. Outside is a large grassy area perfect for playing yard games or tending the existing raised bed garden. A whole house generator provides comfort during stormy times. All of this within minutes of schools, shopping and recreation areas in Redding or nearby Ridgefield. This is a neighborhood where bike-riding, trick-or-treating and dog walking abound. Hiking trails are just down the road.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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342 Taylor Brook Winchester CT 06098

Winchester, CT342 Taylor Brook

Price$925,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170570112

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,379
  • Acreage 41

This stunning Contemporary home is situated on 40.9 acres, perched atop one of the highest elevation points in Northwest Connecticut. A quarter mile long driveway runs alongside a beautiful tract of exposed granite ledge en route to the secluded house site, offering seasonal views of Highland Lake and the surrounding mountains. Exceptional craftsmanship and industrial quality infrastructure are exhibited throughout the home. The main level is highlighted by a bright sunken great room featuring a cathedral ceiling and a massive double-sided wood burning fireplace. Glass sliding doors lead to a large stone patio, covered deck, and zen stone garden. A well equipped kitchen includes granite countertops, a breakfast bar, gas stovetop, and a wood fired pizza oven built into the fireplace. There is an eat-in kitchen area as well as an adjoining dining room. The spacious primary bedroom suite features a walk-in closet with built-ins and bathroom with granite counters, a stone shower, and whirlpool tub. The main level is rounded out by a second sunlit bedroom with views of the natural rock garden. Two additional bedrooms, a full bath, and an office space are located on the upper level. One of the more unique features of the home is the garage door access to the heated shop/studio area in the basement, equipped with high efficiency systems and plentiful storage. Conveniently located just 2 hours from both New York and Boston, perfect for use as a country escape or full time residency!

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 Chandlers North Fairfield CT 06824
Active With Contract

MLS Number 170551209

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,495

Sought after prime perimeter location in Greenfield Hunt at end of cul-de-sac abutting wooded conservation area with coveted privacy. A dramatic two-story entry leads to an open concept floor plan, hardwood floors, and a spacious Living Room and Dining Room that seamlessly flows into the Kitchen with center island, granite counters and dining area with sky light. An adjoining Family Room with gas fireplace and bay window allows easy access to a secluded patio with expansive woodland views. The upper level offers a gracious Primary Bedroom Suite with two walk-in closets and separate sitting area or office plus two additional Bedrooms and Hall Bath. A full unfinished lower level provides great storage or additional opportunities. This private community of free-standing homes includes grounds maintenance, a pool and scenic walking trail. Minutes to golf, shopping, restaurants, the Merritt Parkway, beaches, marina and Metro North. Enjoy the year-round carefree lifestyle!

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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