The Matthews Team

William Raveis Lifestyles Realty

Homes with Privacy - Litchfield County CT

Explore available homes and properties in Litchfield County with privacy. You’ll find a variety of country estates, modern homes, fabulous views, private resort-like grounds, country roads, lakes, and serenity. Sign up with our site to get a leg up on your property search and be the first to hear about new listings! Already registered? Log in to save your searches and favorite listings to start reaping the benefits! You may also be interested in viewing homes with acreage.

Homes with Privacy for Sale in CT

Contact the William Raveis Lifestyles Team with any questions or to schedule a private showing.

Westwoods Road #2 Sharon CT 06069

MLS Number 170484710

  • Land
  • Acreage 242
  • Zoning R2

SERIOUS DEVELOPERS TAKE NOTE! 17 sub-divided and approved lots available in the coveted Litchfield Hills of Northwest Connecticut. All lots 10 acres or more. Private, serene, and safe settings with multi-million dollar homes, stone walls throughout, yet close to both the chic, bustling town of Kent, CT and the beautiful town center of Sharon, CT. As a popular 2nd home area with a shortage of inventory, Northwest CT can easily support more new homes. Several parcels are contiguous, and a group of lots are on a private cul-de-sac with underground power installed that could easily become a gated community. Many lots have potential ridge views, a few could have views to the Catskills in NY state. All lots successfully perc-tested years ago. All documentation available including surveys, possible homes sites, septic areas, and land features. Broadband internet available on the road. This is an opportunity not to be missed! Minutes from the Wassaic Train station on the Metro North rail service out of NYC/Grand Central Station. Lots are staked and marked, and many have rough driveway openings from the road. There's too much information to post in a paragraph! These lots must be seen to be appreciated. Available as a package only.

Listed by Dave L Mallison of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

96 Romford Road Washington CT 06793

Washington, CT96 Romford Road, Romford

Price$4,290,000

Est. Mortgage: $/month

MLS Number 170523148

  • Land
  • Acreage 47
  • Zoning R-1

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

96/112 Romford Road Washington CT 06793

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

152 Tower Hill Road Norfolk CT 06058

Norfolk, CT152 Tower Hill Road

Price$4,250,000

Est. Mortgage: $/month

MLS Number 170505851

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,836
  • Acreage 7

FAWN CREST is privately located with 800' of direct water-frontage, and stunning views overlooking crystal clear private Doolittle Lake. The property offers seven lush acres surrounded by hundreds of acres of private forest, trails, and hidden vignettes. The home offers 4,836 sq. ft. 4 bedrooms plus a maid/housekeeper's room, 4 and one-half baths, spacious light-filled rooms with soaring ceilings, a balcony and abundant custom details throughout, and a chef's kitchen. Doolittle Lake offers seclusion, privacy, fresh air, and the best of country living. The property offers a serene environment, yet just a short drive to the historic village of Norfolk CT with Yale Summer Music and Art campus, dining, shopping, and recreational activities. Located in the foothills of the Berkshires and everything the Berkshires has to offer; just a short drive to Great Barrington (with its numerous restaurants and its famous farmer's market), the annual Tanglewood Summer Music Festival in Lenox, Mass., multiple ski mountains, and various options for fruit picking and only two and a half hours from NYC. The lake is one of the most pristine in the state of Connecticut and provides a variety of activities or complete seclusion, and is filled with abundant wildlife, doe and fawns, and the occasional moose. FAWN CREST is a world unto itself.

Listed by Thomas McGowan and David Taylor of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Reservoir Rd and Pie Hill Rd Road Goshen CT 06756

MLS Number 170199899

  • Land
  • Acreage 295
  • Zoning RA5

LITCHFIELD HILLS SECLUDED 15+/- ACRE RESERVOIR fed by the pure headwaters of the Bantam River and natural springs. Formerly owned by the Litchfield Water Company, this deep cold trout pond once supplied the town of Litchfield, CT with its drinking water. Today it is privately owned and surrounded by almost 300 acres of surveyed forest land in Northwest Connecticut's Litchfield Hills. With its approximately 2,000' shore line, the reservoir provides numerous possibilities for multiple home sites, a grand estate or other uses allowed by zoning. The Bantam River gently cascades from the earthen dam spillway providing a series of mini waterfalls and the unique sounds of falling water. A gravel drive extends into the property from the end of Reservoir Rd allowing easy vehicular access to the interior along with the means to extend electric power. Another means of ingress/egress is from Pie Hill Rd on the North boundary. Conservation land (131 acres) and Ivy Mountain Brook border a substantial portion of the 2,000' Easterly boundary affording excellent trout fishing as well. New York City 2 hrs, Bradley International Airport 1 hr, Boston 2-1/4 hrs, Tanglewood 45 min, Music Mountain 15 min.

Listed by J. Thomas Mettling of J. Thomas Mettling

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

159 Brushy Hill Road Newtown CT 06470

Newtown, CT159 Brushy Hill Road

Price$2,495,000

Est. Mortgage: $/month

MLS Number 170463121

  • Single Family
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 4,845
  • Acreage 9.2

Stunning equestrian estate located in the rolling countryside of bucolic Newtown, Connecticut; a luxury builder's own residence - featured in New England Living Magazine -2018. Private, modern Farmhouse with modern barn on 9.2 level acres. 4,700 sqft hilltop home with panoramic views. Inside, high ceilings, open concept design, blend with traditional shake siding, copper cupolas, antique barn wood & glass provides a bright, modern aesthetic. Large gourmet kitchen, Carrera marble countertops, Thermador & Bosch appliances, walk-in pantry, drawer microwave, wine fridge plus 2 dishwashers. Main level primary w/Carrera Marble bath, heated floors, steam shower, soaking tub. Upper level has bedroom, full bath & office or sitting area. Easily & readily able to convert to 3/4 bedrooms. 5-bedroom septic offers ample opportunity for expansion. 2,300 sqft of outdoor courtyard living, highlighted by a stone fireplace, cedar timber porch & granite paving. Equestrian facilities include 6-stall show stable with 4 runout stalls, fenced turnouts and 120x200 outdoor riding ring. Stable is heated with auto-waterers, hot water wash stall, bathroom & fans. The 2nd level includes hay storage & bonus area which can be finished for living space w/rough-in done. Tractor trailer access. Auto courtyard w/ 5-car, heated garages. All interior & exterior light fixtures are Barn Light Electric. Solar & whole house generator w/backup propane system for both house & barn. 12 minutes to I84.

Listed by Bill Whitehead and John Talley of Vincent & Whittemore Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

87 Seventy Acre Road Redding CT 06896
Under Agreement

MLS Number 170512857

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 8,251
  • Acreage 3.53

Looking for privacy, space & an outdoor oasis? Look no further. This conveniently located West Redding parklike property has been impeccably built & maintained w/ attention to every detail. The finest materials & thoughtful design w/beautifully proportioned rooms lend themselves to great entertaining w/room for all. The suite over the 3 car garage offers yet more area for living or as a work from home option with interior & exterior access. The heart of this home is the new kitchen with a large & inviting quartzite island surrounded by custom cabinetry, exquisite marble backsplash & a wine fridge! The walk-in pantry, laundry expansive mudroom & garage entry are by the kitchen. The eat in dining area has a rounded window seat & vaulted shiplap covered ceiling. The family is room adjacent to the kitchen/dining area w/a huge pellet stove & gorgeous mantle with Fr doors leading to the patio. The primary bedroom & bath have been renovated as well. The high-end finishes throughout make this spa bathroom with its massive soaker tub & oversized shower a real showstopper. The lower level has it all - from tons of storage, workroom, gym, a pool table room to a living room/theatre area w/ both interior and garage entry. Underground sprinklers, a generator, all propane, for both the house and the pool, + a fully fenced yard are just a few of the unique & energy mindful features. This spectacular home awaits you- come and take a peek- you will not be disappointed….

Listed by Missy Freccia of BHGRE Shore & Country

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

14A Jericho Road North Sherman CT 06784

Sherman, CT14A Jericho Road North

Price$1,650,000

Est. Mortgage: $/month

MLS Number 170460439

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,100
  • Acreage 3.45

New Construction. Fall Completion. 3.45 Private Acres Hosts over 4000 Square Feet of Modern yet Rustic design. Jericho Road North is a Quiet, Scenic Country Lane with Substantial Homes and Estates. Drive down Your Private, Winding Drive to a Beautiful Property with Views and Seclusion. The Home Features Custom Designed Woodwork, Trim and Built ins, High End Appliances, Marvin Elevate Windows, Doors and Sliders, Exterior Barnwood Details, Metal Roofing, Wrap Around Covered Deck. Open Concept Kitchen/Dining/Great Room has Character Grade Wide Oak Flooring, Soap Stone Fireplace. Main Floor Master Suite Features 500 Square Feet with Vaulted Ceilings, Free Standing Tub, Walk-in Shower and Custom-Built Vanities. Upper Level has a 200 Square Foot Loft, an En-suite Bedroom and a Two more Bedrooms Sharing a Jack and Jill Bath. The Lower Level has a Full Bath and is Finished for use as a Rec/Playroom or could be a Fifth Bedroom. Heated 3 Car Garage with finished, heated, Bonus Room above. Sherman Schools, Close to Town Center, Candlewood Lake. 90 Minutes from Manhattan, Convenient to Trains

Listed by Bill Hunniford of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

255 New Milford Road West Bridgewater CT 06752

MLS Number 170492724

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,401
  • Acreage 12.42

Pictures do not do this estate justice! Million dollar views bring drama to practically every room of Giovanni's sprawling, solid brick masterpiece. PRIVACY forever secured on 12.4 secluded acres. Architecturally rendered 3,400 SF deftly combines traditional with modern. Most living space 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 restaurants nearby. Bridgewater residents enjoy use of extensive outdoor recreation facilities of country club quality, that include brand 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 Fair was a huge hit this year! 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 of Paul Valeri,Realtors

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

58 Botsford Hill Road Newtown CT 06470

Newtown, CT58 Botsford Hill Road

Price$1,425,000

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.

Listed by Jorge A Zea of Blue Lighthouse Realty,Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

41 North Street Litchfield CT 06759

Litchfield, CT41 North Street

Price$1,395,000

Est. Mortgage: $/month

MLS Number 170522604

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,726
  • Acreage 2.26

Located off of iconic North Street and within walking distance to the town Green, this Litchfield landmark allows you to be part of local history as the home was the original carriage house of the historic Benjamin Tallmadge property. Extensively renovated in 2009, historic details such as bead board, beams and exposed brick were preserved, while addressing the needs of modern living. Main living space features well equipped chef's kitchen, open floor plan, wood burning fireplace, and hardwood floors. Additional family room and office on main floor. French doors leading to outdoor living space with blue stone patio and pergola. South facing windows throughout. Primary suite has lofted ceiling, exposed beams, full bath, walk in closet. Three additional bedrooms on upper level. Refurbished garage has finished bonus room on upper level. Plenty of storage. All mechanical systems have been updated. Professionally designed landscaping with mature gardens. Flat, two acre yard with approved pool site. VERY RARE to find an impeccably restored antique in Litchfield's Historic District in such a private, quiet, AAA location.

Listed by Jessica Travelstead of W. Raveis Lifestyles Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

The data relating to real estate for sale on this website appears in part through the SmartMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SmartMLS through a licensing agreement. Listing information is from various brokers who participate in the SmartMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2022 SmartMLS, Inc.