Winchester CT Real Estate

Scroll down to find all real estate for sale in Winchester, CT.

Contact us if you have questions or would like to schedule a private showing.

Search Smarter - Register with us to save favorite listings and be notified when new listings match your search criteria.

201 South Road Winchester CT 06098

Winchester, CT201 South Road Road

Price$2,900,000

Est. Mortgage: $/month

MLS Number 170416816

  • Single Family
  • Square Feet 4,609
  • Bedrooms 5
  • Property Style Colonial, Chateau
  • Year Built 1997

A totally nature lovers tranquil & serene hidden location. Not visible from access road. First time offered for sale is this personal residence of long time established connecticut commercial builder / contractor. Constructed in 1997, this 4,600 +/- square foot brick & stone chateau style colonial affords the ultimate in privacy on 60 beautiful acres. One-third mile paved & lighted driveway leads to this park-like setting. 10 spacious rooms, offers country kitchen, 5 bedrooms, 3.5 baths, formal living & dining rooms, 3 fireplaces. Multiple open and covered decks / porches. In-ground heated salt water pool. Attractive landscaped grounds, large open 15 - 20 acre fenced-in field. Outbuildings include garage with 2-stall horse barn plus hayloft, fenced-in small stone building, storage shed. Expansion potential here as equestrian or other agricultural uses. Potential subdivision. Country location, yet close by for general retail shopping, medical services. Short distance to lakes, state parks, ski areas.

Listed by Holly J Blinkoff and Marshall Cohen of Cohen Agency

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

132 Spencer Hill Road Winchester CT 06098

MLS Number 170207910

  • Land
  • MLS Status Active
  • Acreage 82
  • Other Amenities Golf, Waterfront
  • Subdividable

Very special land parcel. Western views overlooking Highland Lake. Pastures, fields, stone walls, brook & wooded areas showcase this wonderful building site. Ideal single family or subdivision potential. Land is actual several parcels on both Spencer Hill Rd and Spencer St totaling 81 +/- acres, Sewer & water nearby, but not yet permitted. Taxes and assessment are for both parcels.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

652 East Wakefield Boulevard Winchester CT 06098
Pending Continue to Show

MLS Number 170440461

  • Single Family
  • Square Feet 2,879
  • Year Built 1963
  • Bathroom 3
  • Bedrooms 3

THE WAIT IS OVER*** THE EAST SIDE LAKE HOUSE EVERYONE HAS BEEN WAITING FOR***This home has been enjoyed and cared for by the same family since 1972. You are sure to enjoy all of the entertaining areas this home has to offer with family and guests. The living room has wonderful lake views and boasts a beautiful stone wood burning fireplace and faux beams. A side door leads the way to a large deck to soak up the sun, sit back and read a book, dine and enjoy the beautiful scenery on and around the lake. The master bedroom is located on the main floor and offers a nicely sized master bath. The kitchen is light filled with a breakfast nook. The dining room has adequate room for enjoying the holidays with family and friends. The second floor consists of two guest rooms and a full bath. The lower level offers a cozy family room with wood stove and awesome views of the lake and is open to a kitchen which makes it easy to cook and entertain guests on the covered lower level deck. There is a lower level guest room and room for the grandkids to bunk. There is also a full bath. The large lower level deck has a built in grill - you won't miss socializing w/ family and friends. Three car detached garage for your boat and cars with a loft above. A huge plus and of the best additions to this home is that you have your own boat launch area. Wow! The paved driveway goes all the way to the lake. What is important when purchasing a lake home you ask? - Parking, Garages, Waterfrontage, Location,

Listed by Christine Doyle of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

760 Lake Drive Winchester CT 06098

Winchester, CT760 Lake Drive Drive

Price$735,000

Est. Mortgage: $/month

MLS Number 170414426

  • Single Family
  • Square Feet 838
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1910

**Exciting direct waterfront property! This is your escape to paradise! Highland Lake is approx.2 hrs. from NYC or Boston, minutes to Rt 8 and close to all the restaurants, wine trails and breweries Litchfield County has to offer. This exquisite home was entirely rebuilt in 2012! Enjoy lots of beautiful sunsets, sun filled rooms, 3 fireplaces and all the accoutrements of lakeside living. This home has it all! Three bedrooms, 3 bathrooms, and a great room with beautiful vaulted ceilings and many windows, allowing natural light to fill your home. The beautiful view from your trex decks and dock will inspire you! Beautiful open living and kitchen area with all the appliances and work space any chef would want. Lovely master bedroom with gas fireplace vaulted ceiling, hardwood floors and walk in closet. This is a home or hideaway for every season! Pay for your own vacation home with weekly rentals at $3000 or nightly at $400 as current owner has been doing!! Town hall square footage does not include finished upper story.

Listed by Cathy Macias of Northwest CT Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

203 West Wakefield Boulevard Winchester CT 06098
Pending Continue to Show

MLS Number 170457609

  • Single Family
  • Square Feet 2,470
  • Year Built 1907
  • Bathroom 3
  • Property Style Cape Cod

Breathtaking Sunrises & Bright Eastern Exposure in this 4 bed/3 full bath Year Round LAKE HOME. Loads of space to Entertain & Enjoy UNOBSTRUCTED VIEWS. 2 Living rms, 2 First floor full baths, Wood stove & Marvin French Doors that open to an Expansive 2 LEVEL DECK. Rear access off Von's Lane. First Floor Primary Bed ensuite with Huge walk-in closet! Full bath off Primary enjoys a walk-in tiled shower. Second 1st floor bedroom (can be a home office too), Wet/coffee bar & Main level laundry are just a few of the Amenities in this Lovely Home. The Eat in Kitchen has plenty of room to Relax & Soak In a long view of the lake! This Sunny Kitchen features an EXPANSIVE LAKE VIEW, Marvin French Doors, Living/Dining seating area, Stnlss Appliances, Wine fridge, Commercial faucet, a Chic barn door and a Gorgeous butcher block counter top! Enjoy your morning coffee on one of the two decks as you take in the scenery! Upstairs boasts 2 addt'l bedrooms w a full bath. Renovated to the studs in 2011! Improvements include a Newer Hot Water Heater, NEW FURNACE, Mini split system & Ample parking for all of your guests. This home is located in Second Bay on Highland Lake, a 444 acre boating lake located in picturesque Litchfield Cty. Included separate waterfront parcel with ENTERTAINMENT DECK & plenty of dock space for your boat! You will own one of the very few grandfathered lots at Highland Lake with an OVER THE WATER DECK! City water and Public sewer make this year round home an easy choice!

Listed by Kate D'addabbo and Mela Veltri Case of Re/Max Right Choice

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

Winsted-Norfolk Road Winchester CT 06098

MLS Number 170304263

  • Land
  • MLS Status Active
  • Acreage 131.5
  • Other Amenities Waterfront
  • Zoning RR and GB

Absolutely beautiful land with a mixture of fields and forest. This listing is for a total of 5-6 parcels of land and is being sold together. Two of the lots are located in the town of Colebrook (Map 2 lot 33 with +-37.5 acres, about half of which is zoned General Business and Map 2 lot 34 on about half an acre, zoned General Business). The lots in Winsted are all zoned RR and are described as: Map 8, Block 155, Lot 1 with +-45 acres, Map 8, Block 155, Lot 18 with +-42 acres and finally Map 2 Block 152 Lot 41X (which is combined with lot 41AA) on +-6.5 acres. This property is also listed in the MLS in the town of Colebrook with the same information. All the land is currently being taxed as Forest Lane (490). Total taxes owed currently with the Forest Land designation are: $1,475.26, or would be $11,460.31 if not in Forest Land now (Colebrook's mill rate:30.90). There are many logging trails throughout the property, some of the highest elevation in Winsted, springs and brooks. This is beautiful property, please call to schedule a showing! Please also see MLS #170304367 in the town of Colebrook. There are so many possibilities for this land!

Listed by Jill Vantine of Locust Lane Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

349 West Wakefield Boulevard Winchester CT 06098

MLS Number 170448204

  • Single Family
  • Square Feet 1,086
  • Year Built 1923
  • Bedrooms 1
  • Bathroom 2

Meticulously maintained vinyl sided year round lake house on beautiful Highland Lake with plenty of parking and a 13 X 30 detached garage built in 2018 with a loft above providing extra storage and possibilities. The living room is spacious and offers a stone fireplace for those chilly evenings, pine floors and sliders to a Trex deck with wonderful views of the lake. The kitchen has been updated with granite counters and stainless steel appliances. The master bedroom on the main floor has pine floors and a nice size closet. The full bath is delightful and has a frameless glass shower, tile and a granite sink. The lower level offers a large guest room/office with sliders to a beautiful stone terrace - a nice place to sit on a swing and take in the beauty of nature that surrounds. There is also a half bath with laundry. The driveway is paved and there is plenty of parking for all your lake guests. Behind the house you will find a private deck and patio for entertaining with family and friends. There is also additional paved parking across the street. Your own waterfront parcel is included in this sale and consists of 0.40 acres and approx. 50 feet of waterfront with great views, a worry free 40 X 8 PVC Evergrain Cement Board Dock, concrete seawall, privacy fence and ladder into the water. The boat lift is also included. Private well & Town sewer.

Listed by Christine Doyle of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

154 Torrington Road Winchester CT 06098

MLS Number 170306787

  • Commercial Business For Sale
  • Square Feet 4,594
  • MLS Status Active
  • Year Built 1982

This is an on-going successful TRUCK COVER business. Mostly DUMP TRUCK TYPES. Long list of satisfied (and returning) customers. This is a hands on type operation with a well suited (rented) building. Owner retiring. Don't miss this exceptional business. It is in full operation and very busy. Owner will train but having mechanical background always helps. This has done exceptionally well throughout the COVID crisis. The owners reputation & quality of product has allowed current owner to NEVER ADVERTISE. Word of mouth from satisfied clients has kept this business growing. This is a 3-4 person environment with expert workers already in place. The price includes a necessary "rolling stock" of $200,000-$300,000. Plus all tools, etc.

Listed by David Dean of Coldwell Banker Commercial NRT

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

121 West Wakefield Boulevard Winchester CT 06098
Pending Continue to Show

MLS Number 170457229

  • Single Family
  • Square Feet 2,265
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1996

This Highland Lake Gem is a diamond in the rough. It has it all with 1 acre of privacy, awesome lake views, 50ft of direct waterfront that has a dock and a deck and there's plenty of parking. It was quality built in 1996 with I-Beam construction and features 9 room, 4 bedroom, 3 1/2 bathrooms, a huge basement with extra high ceilings. The extra space on the main level could be a 1st floor master suite or the separate entrance would make it perfect for an in-law/guest space to use for VRBO rentals. There is also a detached 2 car garage. The back of the home features a deck and a hot tub to enjoy all seasons watching all that nature has to offer. There is also a covered balcony off the master bedroom that over looks the lake where you can enjoy morning coffee or wine and cheese nights.

Listed by Heidi Picard-Ramsay of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

113 Chapel Road Winchester CT 06098

Winchester, CT113 Chapel Road Road

Price$489,900

Est. Mortgage: $/month

MLS Number 170322315

  • Single Family
  • Square Feet 1,843
  • Property Style Cape Cod
  • Bedrooms 4
  • Bathroom 3

Very well maintained country home. Peace and quiet surround this hidden gem. Open floor plan including a fire placed living room that is open to the dining area. Large eat in kitchen, beautiful wood floors, family room. The garage is heated and would make a great place to enjoy your hobbies. To show is to sell. Several out buildings.

Listed by Kelly Sullivan of Sullivan Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

156 Ashley Road Winchester CT 06098

MLS Number 170411814

  • Land
  • MLS Status Active
  • Acreage 57
  • Other Amenities Waterfront
  • Zoning RU-3

Paradise found! Here in the Northwest corner! Come tour this beautiful 57 acre property of endless opportunities. There are 17 sprawling acres of cleared land. It has 2 barns, underground utilities and amazing well water. Another 40 acres of wooded land and apple orchards are waiting for you to customize and build your dream home. The land is very private, yet close to several lakes, ponds and hiking trails.

Listed by Tracy Hazen and John Mahoney of Northwest CT Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

103 Riverton Road Winchester CT 06098

MLS Number 170448453

  • Commercial
  • MLS Status Active
  • Square Feet 3,000
  • Year Built 1983
  • Acreage 2.14

3000 square foot clear span metal building on level 2.14 acre lot with frontage on Rt 20 and RT 8. 3 drive in doors into 50 foot deep truck bays and office. 400 amp 440 volt electrical service. City water city sewer. Large fenced in yard. One of the owners is a real estate licensee.

Listed by Gary Giordano of Coldwell Banker Commercial NRT

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

178 Rowley Street Winchester CT 06098

MLS Number 170344116

  • Commercial
  • MLS Status Active
  • Square Feet 8,000
  • Year Built 1989
  • Acreage 1.85

Priced to sell! Income producing investment property with long-term tenant. Address 178 is an 8,000 +/- square foot 2-story building with dry sprinkler system. Situated on a lot size of 0.85 acre. Current tenant operates sporting goods business, along with u-haul rentals, plus approximately 64 indoor climate controlled storage units. Address 180 is an adjacent one acre lot used for the storage of u-haul vans, trucks, trailers. Lessee pays all utilities, real estate taxes and grounds maintenance both 178 and 180 rowley street have environmental reports.

Listed by Marshall Cohen and John Cavaciuti of Cohen Agency

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

184 Torringford Street Winchester CT 06098
Pending Continue to Show

MLS Number 170413019

  • Single Family
  • Square Feet 2,602
  • Bathroom 2
  • Bedrooms 3
  • Property Style Ranch

This STATELY and ALL BRICK RANCH sits beautifully on approx. 14 acres overlooking a gorgeous pond and 'far as the eye can see' terrain. Conveniently located right off Route 8, this home offers easy access to all major businesses and amenities. From the easy flowing floor plan to the gleaming hardwood floors throughout the main floor, and beautiful bright kitchen with large island with granite countertops, who can ask for more. This home also boasts a spacious and welcoming living room, dining room right off the kitchen, 3 ample sized bedrooms on the main floor and deck off the sunporch. Perfect for barbecuing in the summer. With a kitchen, full bathroom, recreation room and plenty of bonus rooms in the basement, this home is ideal for an IN-LAW apartment complete with a separate back entrance/walk-out. Set up your appointment TODAY before it's too late!!!

Listed by Stacey Vandeusen of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

142 Main Street Winchester CT 06098

MLS Number 170368414

  • Multi Family Multi-Family For Sale
  • Square Feet 3,965
  • Year Built 1900
  • Bathroom 4
  • Bedrooms 6

Currently being used as a 4 unit multi family dwelling and is currently fully occupied. This property was once home to the famous Jessies restaurant. The home boasts much charm and character with charming center staircase, wood flors and lots of moldings. There have been many recent updates that include roof, windows and mechanicals. There is plenty of off street parking with a multi level parking area and two car detached garage along with a nice stone patio. This property has potential for many different uses such as professional offices, retail or even a restaurant. Lots of things happening in downtown Winsted, this could make a great investment.

Listed by David Sartirana of Northwest CT Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

142 Main Street Winchester CT 06098

MLS Number 170368673

  • Commercial
  • MLS Status Active
  • Square Feet 3,965
  • Year Built 1900
  • Acreage 0.42

Currently being used as a 4 unit multi family dwelling and is currently fully occupied. This property was once home to the famous Jessies restaurant. The home boasts much charm and character with charming center staircase, wood flors and lots of moldings. There have been many recent updates that include roof, windows and mechanicals. There is plenty of off street parking with a multi level parking area and two car detached garage along with a nice stone patio. This property has potential for many different uses such as professional offices, retail or even a restaurant. Lots of things happening in downtown Winsted, this could make a great investment. Located in the TC zone, check with Zoning Enforcement office to see if your proposed use is allowable.

Listed by David Sartirana of Northwest CT Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

268 Torringford Street Winchester CT 06098
Pending Continue to Show

MLS Number 170417795

  • Single Family
  • Square Feet 2,482
  • Bathroom 3
  • Bedrooms 5
  • Property Style Farm House

A true 1800 New England farm house offering barns, out buildings including with " The chicken coop." This parcel has two large meadows for live stock to graze. Are you looking to become self reliant or starting your own farm or agricultural endeavor this may offer you the opportunity. The upper floor offers a in-law space. There may be the possibility of subdividing the parcel. You can take the adventure to bring this farm back while you enjoy working the land.

Listed by Linda Ganem of Borla & Associates LLC Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

176 Spencer Hill Road Winchester CT 06098
Pending Continue to Show

MLS Number 170452628

  • Single Family
  • Square Feet 1,900
  • Property Style Colonial
  • Bathroom 3
  • Bedrooms 3

Located on the outskirts of town on a very private 3.6 acre lot is this turn key 3 bedroom 2.5 bath Colonial. The owners have maintained this home very nicely and it shows. Use the main entry from the large covered farmhouse porch and you enter in a foyer with views of the large front to back living room with a beautiful local granite fireplace, with french doors that will take you out onto the back deck. The kitchen is adorned with beautiful oak cabinets, a center island with breakfast bar, stainless steel appliances, gorgeous counter tops and a large dining area. The remained of the main living level contains the laundry and half bath. Upstairs you will find the master suite with walk in closet and a full bath, two modest bedrooms, nice petite office and another full bath, all of these living spaces have freshly installed carpeting. There also is a detached two car garage.

Listed by David Sartirana of Northwest CT Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

17 Woodland Avenue Winchester CT 06098
Pending Continue to Show

MLS Number 170425462

  • Single Family
  • Square Feet 1,980
  • Property Style Colonial
  • Bathroom 2
  • Bedrooms 3

Don't let the age of this home fool you because EVERYTHING has been redone from top to bottom. All the walls & ceilings are insulated, all the wiring is new out to the pole, inc a 200amp underground service, all new plumbing & sewer line out to the street, 100amp sub panel in the garage w/ a hard wired 240v, 60 gallon air compressor, a generator inlet w/ interlock kit on main panel & 8kw dual fuel generator for standby power. The HVAC system is a hydro air w/ 2 air handlers, dual smart thermostats & (2) 2.5 ton AC compressors for cooling. This home could easily qualify as a smart home because it has so many phone app controlled devices inc wired RING doorbells at front & back door & also the HVAC & many outside lights. Private oasis say it all & a very short walk to Highland Lake beach. When you're sitting on your patio you will hear the waterfall coming off the spillways & be surrounded by beautiful landscaping and fountains. Inside you'll find a chef's grade kitch w/commercial range, subzero refrige, DW, granite counters & a lg island. The family style DR features a bar area w/ a new beverage cooler, 2 tap kegerator & all anchored by a working antique cooking stove that burns wood & creates tons of heat. Right around the corner there is a lg LR w/ HW flrs & built-ins.3 bdrms, a full bath & a common area that will double as an office or home school area are on the 2nd flr. There is a flex room located up a short staircase off the MB. THIS HOME IS NOT TO BE MISSED!

Listed by Heidi Picard-Ramsay of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

205 Torringford Street Winchester CT 06098

MLS Number 170459946

  • Single Family
  • Square Feet 2,840
  • Bathroom 3
  • Year Built 1700
  • Bedrooms 4

A unique opportunity for a charming and distinct antique home in northwest Connecticut. Original structures were constructed in the very early 1700's. This home even has a Revolutionary War history and centuries of embedded stories. There are nearly 2.5 acres to stroll through, relax, garden and enjoy. A perfect setting for either a year-round or a getaway oasis. Enjoy the updated eat-in kitchen with gas stove and stainless steel appliances. Entertain in the spacious family room with a cozy fireplace, dining room, formal living room, and a great room with fireplace, wet bar and nice built ins and a half bath with laundry. The second floor has a beautiful master suite with full bath with shower and whirlpool tub, two bedrooms and another full bath. Updates include a Buderus furnace/water tank, replacement windows and doors, insulation. The exterior is painted with long lasting ceramic Rhino Shield. The oversized garage provides potential. Convenient location to Route 8 and shopping!

Listed by Kenneth Marcia and Katherine Marcia of Real Living Rlty Prof.,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

113 Hollow Hill Road Winchester CT 06098

MLS Number 170431335

  • Single Family
  • Square Feet 1,872
  • Bedrooms 2
  • Bathroom 2
  • Year Built 1984

PRIVACY IN WINCHESTER CENTER - Tucked away off of peaceful Hollow Hill amidst stone walls in a classic New England setting, you'll find this well kept one owner Colonial with a unique, versatile layout. The 240 sq ft heated recreation room, which is not included on the town assessor's tax card, brings the total square footage to 2,112. An interior balcony, a Den that could serve as a Guest Room or 3rd Bedroom, a spacious Rec Room, a brick hearth fireplace - there is a lot to enjoy here. Minutes from kayaking and fishing at Park Pond or Winchester Lake, power boating and the town beach at Highland Lake, and all of the outdoor recreation available in the Litchfield Hills, this is an ideal location to enjoy all that the area offers. Winsted's Gilson Theatre, The Infinity Theatre and the Yale Summer Music series in Norfolk, farm to table restaurants throughout the region are just the beginning. Come see for yourself!

Listed by David Taylor and Mark Telford of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

136 Walnut Street Winchester CT 06098
Pending Continue to Show

MLS Number 170458194

  • Single Family
  • Square Feet 2,511
  • Year Built 1889
  • Property Style Victorian
  • Bathroom 3

Lovingly maintained & cared for by just one owner for over 50 years, this beautiful Victorian-era residence is now ready for new owners. Whether this is your dream property, a perfect 2nd home or you have grand plans, you'll love the style & elegance of this refined home set within a quaint Litchfield County community. A front porch provides the perfect welcome, inviting you to step back in time as you discover the charm of this must-see home. The formal living room is set under a soaring double-height ceiling with a gas fireplace & restored woodwork for a warm & inviting feel. Wood floors flow into the large formal dining room as well as the family room, all with ornate ceilings & feature wallpaper. The kitchen has been remodeled w/ fine custom cabinetry & granite countertops & there is an enclosed side porch & an informal back sunroom ready for you & your morning coffee. A workshop, a kitchen & a laundry are housed in the walkout basement that opens out to the poolside entertaining area, ready for summertime soirees w/ friends. Upstairs, three large & light-filled bedrooms await along w/ two full baths. The owner's suite enjoys a private porch where you can take in the views as you plan the day ahead. The walk-up attic is fully finished, ready for you to create the bonus space of your dreams. Your new home is set on a beautiful lot w/ an inground pool & a detached carriage house garage. Winchester, CT is conveniently located 1/2 way between NYC & Boston about 2 1/2 hrs.

Listed by Heidi Picard-Ramsay of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

102 Ledge Drive Winchester CT 06098

MLS Number 170457025

  • Single Family
  • Square Feet 4,448
  • Bedrooms 4
  • Bathroom 6
  • Property Style Contemporary

Bank owned home being sold in "as- is" condition. Spacious home in need of serious tlc. Roof leaks, wall to wall carpet needs replacing. In-ground pool needs liner. Finished lower level is not showin on the assessors card. Generator. 2 field stone fireplaces. Vaulted ceiling in family room- balcony. Large detached 3 bay garage with walk up loft area.

Listed by Curtiss B Clemens Sr. of Century 21 Clemens Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

244 Main Street Winchester CT 06098

MLS Number 170432297

  • Commercial
  • Square Feet 5,307
  • MLS Status Active
  • Year Built 1890
  • Acreage 0.1

Fantastic downtown building waiting for a breathe of fresh air. Two of the three first floor retail units are occupied. There is plenty of on street parking in this area of town along with a lot of foot traffic. This building has been well maintained by the current owner and the second floor which once was residential is waiting for some vision. It would make a great location for offices or any kind of studio.

Listed by David Sartirana of Northwest CT Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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

32 Norfolk Road Winchester CT 06098

MLS Number 170435197

  • Land
  • MLS Status Active
  • Acreage 63
  • Other Amenities Golf, Waterfront
  • Zoning R-2

Hunters and nature lovers take notice. This 60+/- Acre rolling treed parcel abuts the Algonquin State forest , Potential for split into 2-3 mini estate sites . There is presently a Cell Tower leasing approximatlly 2 acres parcel set back . Presently there is only one curb cut . See Survey in file

Listed by David D'Amore of The D'Amore Agency,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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.