Connecticut Realtor with experience and knowledge of residential and commercial property in Winchester
181 Wallens Street
Winchester, Connecticut 06098
$289,000 | Active
3 Beds | 2 Baths | 1274 Sqft | 0.35 Acres | 0 Days on Market
Property Type: Single Family For Sale
Winsted Ranch awaits your personal touch and design! Resting on a lush level .35acres, this home offers 3 bedrooms, 2 full bathrooms and 1,274sqft of single level living space. Freshly painted inside and out adds the finishing touches to a great home! The open floor concept allow...
317 Taylor Brook Road
Winchester, Connecticut 06098
$417,000 | Under Contract
3 Beds | 3 Baths | 2464 Sqft | 2.31 Acres | 6 Days on Market
Property Type: Single Family For Sale
Welcome to your absolutely amazing new home, a gorgeously maintained colonial nestled in a dream-like, wooded oasis, close to Highland Lake! Step into this magical 3-bedroom, 2.5-bathroom haven that sparkles with brand new flooring and walls painted in the freshest of hues.The ex...
160 Hinsdale Avenue
Winchester, Connecticut 06098
$360,000 | Under Contract - Continue
4 Beds | 2 Baths | 2379 Sqft | 0.21 Acres | 25 Days on Market
Property Type: Single Family For Sale
A must see! This colonial fully renovated home is a must see. This 4 bedroom, 1 and a half bathroom home Style close to all Winsted has to offer. The first floor offers a spacious living room with a fire place, a formal dinning room, fully renovated kitchen with new appliances, ...
36 Whiting Street
Winchester, Connecticut 06098
$199,000 | Active
3 Beds | 3 Baths | 1608 Sqft | 0.22 Acres | 38 Days on Market
Property Type: Single Family For Sale
Great opportunity for Investors. This is a total renovation project being offered to serious qualified buyers only. 1608 sqft incl. 3 bedroom and 2.5 baths, dining and living room open concept, patio in backyard and water feature in front yard. Interior mix of tiled and HW floors...
111 Riverton Road
Winchester, Connecticut 06098
$214,900 | Active
2 Beds | 2 Baths | 1204 Sqft | 0 Acres | 3 Days on Market
Property Type: Condo/Co-Op For Sale
Welcome to this immaculate 2 bedroom, end unit condo at Riverwalk, completely remodeled to pristine move-in condition. Enjoy the spaciousness and privacy of this upgraded home featuring a stylish kitchen, modern bathrooms, and fresh paint throughout. This unit boasts a 2-car gar...
58 Riveredge Drive
Winchester, Connecticut 06098
$139,999 | Under Contract - Continue
1 Beds | 1 Baths | 635 Sqft | 0 Acres | 7 Days on Market
Property Type: Condo/Co-Op For Sale
Imagine living in a ranch-style condo situated in a serene river setting, with the convenience of being close to downtown. This single-floor living space features an accessible shower for ease of use, a bright and airy kitchen that invites natural light, and newer luxury vinyl fl...
153 Mathew Road
Winchester, Connecticut 06098
$285,000 | Active
2 Beds | 2 Baths | 1544 Sqft | 0.13 Acres | 23 Days on Market
Property Type: Single Family For Sale
This charming two-bedroom, one and one half -bathroom house is situate in Highland Lake community. The property boasts a generous 1,278 square feet of living space, with an open floor plan that creates a spacious and airy feel. Custom moldings, New doors, high quality hardware/ l...
31 Cottage Street
Winchester, Connecticut 06098
$249,900 | Under Contract - Continue
4 Beds | 2 Baths | 1966 Sqft | 0.23 Acres | 9 Days on Market
Property Type: Single Family For Sale
Beautiful old Victorian with 4 bedrooms, bonus office, 1 1/2 baths, original woodwork and wood floors. Updated kitchen with quart counter tops, stainless steel appliances, tiled floors, gas fireplace for extra warmth. This handsome older home is vinyl sided, has fenced in back ya...
265 West Lake Street
Winchester, Connecticut 06098
$698,000 | Under Contract - Continue
3 Beds | 2 Baths | 1112 Sqft | 0.44 Acres | 250 Days on Market
Property Type: Single Family For Sale
This is a Fourth Generation home for so many reasons! Its now your turn … Be the next family to enjoy making cherished memories on water & land ... friends & family gatherings/celebrations, holidays,boating,kayaking,swimming,ice fishing & so much more - A lakeside gem offering ...
103 East Mountain Avenue
Winchester, Connecticut 06098
$249,900 | Under Contract
3 Beds | 1 Baths | 1304 Sqft | 0.38 Acres | 7 Days on Market
Property Type: Single Family For Sale
Welcome home to 103 E Mountain Ave, an adorable and well cared for ranch on a gorgeous lot which is fenced in from the street. Nice open floor plan with hardwood floors, three bedrooms, plus an office. Remodeled kitchen with a slider to the back deck, and the dishwasher, range, ...
129 Forest Avenue
Winchester, Connecticut 06098
$679,900 | Active
3 Beds | 3 Baths | 2400 Sqft | 4.12 Acres | 77 Days on Market
Property Type: Single Family For Sale
Welcome to your serene retreat nestled in the heart of Winchester, CT! This stunning, single owner, post and beam style house, at 129 Forest Ave offers a perfect blend of tranquility and convenience, inviting you to experience the best of both worlds. Situated amidst lush greene...
493 North Main Street
Winchester, Connecticut 06098
$275,000 | Active
3 Beds | 1 Baths | 1277 Sqft | 1.3 Acres | 16 Days on Market
Property Type: Single Family For Sale
Welcome to 493 N. Main St in Winchester! This enchanting Cape Cod style home is a hidden gem nestled on a sprawling 1.30-acre lot. Perfectly situated close to shopping and downtown, this home offers both tranquility and convenience. As you step inside, youll be greeted by a beaut...
276 West Lake Street
Winchester, Connecticut 06098
$374,900 | Active
2 Beds | 2 Baths | 1218 Sqft | 0.25 Acres | 14 Days on Market
Property Type: Single Family For Sale
Welcome to 276 West Lake Street, Winchester, CT! This charming and fully updated 2-bedroom, 2-bathroom home is perfect for modern living in a serene setting. Nestled on a generous lot, the property features a detached 2-car garage, providing ample storage and parking space. Step...
110 South Road
Winchester, Connecticut 06098
$699,000 | Active
3 Beds | 3 Baths | 3870 Sqft | 2.75 Acres | 53 Days on Market
Property Type: Single Family For Sale
Your private oasis nestled in historic Winchester Center, offering serenity, lakes, trails and more. Contemporary Cape w/an abundance of spacious, light-filled rooms. This home w/ 3+ bedrooms/3 full baths boasts a mix of old-world charm and newer installations throughout. Rooms a...
150 East Lake Street
Winchester, Connecticut 06098
$375,900 | Under Contract - Continue
3 Beds | 3 Baths | 1659 Sqft | 0.23 Acres | 13 Days on Market
Property Type: Single Family For Sale
This is your chance to live the LAKE LIFE youve always wanted. Enter into a bright sun-lit foyer that leads to a large living room, recently painted, with a big picture window with wonderful views of the lake. The Main bedroom is conveniently located on the main floor. A large so...
150 Colony Drive
Winchester, Connecticut 06098
$247,000 | Under Contract
3 Beds | 3 Baths | 1056 Sqft | 0.23 Acres | 5 Days on Market
Property Type: Single Family For Sale
MOVE IN READY - Fire placed three bedroom Ranch Style home with attached garage . Oak tongue and grove flooring and fully applianced kitchen . Newer heating system and replacement windows . Lower level Family room , 1/2 Bath , laundry and hobby room leads to walkout garage . Cent...
630 East Wakefield Boulevard
Winchester, Connecticut 06098
$1,150,000 | Under Contract - Continue
3 Beds | 2 Baths | 2320 Sqft | 0.45 Acres | 13 Days on Market
Property Type: Single Family For Sale
Charming Lakeside Retreat! Discover the tranquility of lakeside living at this stunning lake front property nestled along the pristine shores of Highland Lake on the Third Bay! This home offers breathtaking views with a serene atmosphere perfect for relaxation and outdoor activit...
25 Hillside Avenue
Winchester, Connecticut 06098
$575,000 | Active
6 Beds | 5 Baths | 5001 Sqft | 0.62 Acres | 92 Days on Market
Property Type: Multi-Family For Sale
Wow, this handsome Historic Manson is a rare beauty. It was coverted into 5 units and has original woodwork, stunning history and details. This updated, stately home has gas hot water and gas heat. Gorgeous common areas and porches. New front steps, 2 new oven ranges, 4 new hot w...
155 Alpha Avenue
Winchester, Connecticut 06098
$285,000 | Under Contract
2 Beds | 1 Baths | 954 Sqft | 0.8 Acres | 12 Days on Market
Property Type: Single Family For Sale
HIGHEST & BEST OFFERS DUE BY 6/21 AT 8PM. Discover the perfect retreat in this cozy 2-bedroom, 1-bathroom log cabin, just a short walk from the pristine Highland Lake. Set on a beautifully landscaped short of 1 acre lot, this property combines four parcels into one deed, offering...
111 Riverton Road
Winchester, Connecticut 06098
$214,900 | Under Contract
2 Beds | 2 Baths | 1204 Sqft | 0 Acres | 2 Days on Market
Property Type: Condo/Co-Op For Sale
Rarely available End unit at Riverwalk Condos. This is a definite MOVE RIGHT IN!! Updates include newer kitchen, appliances, slider to back deck with retractable awning, new flooring, generator hookup with portable generator. Fireplace in living room ready for a pellet stove if s...
425 Platt Hill Road
Winchester, Connecticut 06098
$529,900 | Active
3 Beds | 2 Baths | 2218 Sqft | 2.01 Acres | 14 Days on Market
Property Type: Single Family For Sale
Contemporary ranch home has great room with vaulted natural wood ceiling featuring kitchen with granite counters, Sub Zero six burner gas cook top, Meile double oven and a large center island. Dining area has large windows and french doors leading out to an extra-large deck with ...
210 Spencer Hill Road
Winchester, Connecticut 06098
$299,900 | Active
3 Beds | 1 Baths | 1248 Sqft | 0.5 Acres | 27 Days on Market
Property Type: Single Family For Sale
Step into a picturesque farm-style home, where every detail exudes charm and comfort. As you enter, original hardwood floors gleam warmly underfoot, reflecting the natural light that streams through the windows. The kitchen boasts exquisite ceramic tile, enhancing its rustic eleg...
231 Jewett Street
Winchester, Connecticut 06098
$630,000 | Active
3 Beds | 3 Baths | 2052 Sqft | 0.41 Acres | 14 Days on Market
Property Type: Single Family For Sale
Welcome to Highland Lake ! Look no further this is a Perfect Year Round or Vacation Home where you can have all the enjoyment offered of lake living yet have privacy. This Beautiful home features 3/4 Bedroom with 3 Full Bathrooms. The Main Floor with open plan features Brazilian ...
141 Spencer Street
Winchester, Connecticut 06098
$279,900 | Under Contract - Continue
4 Beds | 1 Baths | 1540 Sqft | 0.5 Acres | 38 Days on Market
Property Type: Single Family For Sale
MOTIVATED SELLER!!Located in the charming little town of Winchester, this lovely four bedroom home has so much to offer. As soon as you drive up youll notice the large wrap around covered porch which beckons you to sit outside, relax and enjoy the tranquil setting. In the rear of...
103 Shore Drive
Winchester, Connecticut 06098
$325,000 | Under Contract - Continue
3 Beds | 1 Baths | 920 Sqft | 0.14 Acres | 19 Days on Market
Property Type: Single Family For Sale
Highland Lake Year Around Home on double lot within walking distance to Resha Beach and close to State Boat launch. Enjoy all that lake life offers! Conveniently located across from Hurlbut Cove. Perfect year around living or simply enjoy it during the summer. Heres your c...
552 East Wakefield Boulevard
Winchester, Connecticut 06098
$1,500,000 | Under Contract
3 Beds | 4 Baths | 2526 Sqft | 0.28 Acres | 3 Days on Market
Property Type: Single Family For Sale
Paradise awaits! Located in the 3rd bay sunny East side of Highland Lake boasting spectacular, unobstructed views of the waterfront to enjoy brilliant days and lingering sunsets! Home sold with furnishings. See your agent for details. Many upgrades make this home a dream includin...
624 Wynne Road
Winchester, Connecticut 06098
$87,500 | Under Contract
2 Beds | 1 Baths | 672 Sqft | 0.12 Acres | 8 Days on Market
Property Type: Single Family For Sale
Cozy cottage available at Highland Lake. Come take a look....
138 Mountain Road
Winchester, Connecticut 06098
$380,000 | Under Contract - Continue
3 Beds | 3 Baths | 1654 Sqft | 1.46 Acres | 34 Days on Market
Property Type: Single Family For Sale
Welcome to your own private sanctuary tucked within 1.46 acres of pristine woodlands. This charming Dutch Colonial home offers the perfect blend of modern amenities and natural serenity, for a true escape from the bustle of daily life. Boasting 3 bedrooms & 2.5 baths, there is am...
124 Marshall Street
Winchester, Connecticut 06098
$485,000 | Under Contract - Continue
4 Beds | 2 Baths | 2389 Sqft | 7.1 Acres | 72 Days on Market
Property Type: Single Family For Sale
Experience country living at its finest on this beautiful 7-acre property - you will surely benefit from this owner-designed modified Post and Beam Cape! Through the front door you enter a warm rustic room with floor to ceiling wood creating a sense of calm, making it the perfect...
28 Maloney Court
Winchester, Connecticut 06098
$259,900 | Under Contract - Continue
3 Beds | 2 Baths | 1485 Sqft | 0.21 Acres | 39 Days on Market
Property Type: Single Family For Sale
Welcome to 28 Maloney! Set in a neighborhood, this classic cape style home has been updated and refreshed throughout. The kitchen features new floors, counters, stainless appliances, painted cabinets and a door to the back patio for outdoor enjoyment and entertaining. You will lo...
184 Newfield Road
Winchester, Connecticut 06098
$349,900 | Active
2 Beds | 2 Baths | 1598 Sqft | 10.15 Acres | 34 Days on Market
Property Type: Single Family For Sale
This country escape home is located in Litchfield County, just outside of quaint Winchester Center. If a quiet setting is what youre seeking, then this is the home for you. Situated on over 10 acres, you travel over a bridge and up a long driveway to find yourself immersed in com...
39 South Main Street
Winchester, Connecticut 06098
$449,900 | Active
7 Beds | 4 Baths | 3486 Sqft | 3.99 Acres | 36 Days on Market
Property Type: Multi-Family For Sale
3500 sqft 2 family home featuring 1800s architecture including massive period correct windows, wrap around porch, beautiful stone foundation, and detached 2 car garage. 5 bed, 2 1/2 bath main house with 2 bed, 1 bath attic apartment currently under renovation. Brand new heating s...
39 South Main Street
Winchester, Connecticut 06098
$649,900 | Active
9 Beds | 5 Baths | 4446 Sqft | 4.36 Acres | 36 Days on Market
Property Type: Multi-Family For Sale
Three properties totaling 4.41 acres for one price! 1. 3500 sq ft 2 family home featuring 1800s architecture including massive period correct windows, wrap around porch, beautiful stone foundation, and detached 2 car garage. 5 bed, 2 1/2 bath main house with 2 bed, 1 bath attic ...
508 West Wakefield Boulevard
Winchester, Connecticut 06098
$1,650,000 | Active
7 Beds | 4 Baths | 2687 Sqft | 1.63 Acres | 37 Days on Market
Property Type: Single Family For Sale
Welcome to Strong Island, a waterfront retreat on Highland Lake. The clean waters of Highland Lake in the town of Winchester in Litchfield County surround this 1.6 acres island. History abounds for this property as the original house dates back to 1890. There were significant alt...
27 Benton Street
Winchester, Connecticut 06098
$226,900 | Under Contract - Continue
2 Beds | 2 Baths | 1109 Sqft | 0.43 Acres | 107 Days on Market
Property Type: Single Family For Sale
This property is eligible under the Freddie Mac First Look Initiative through 5/10/2024. 2 Bedrooms, 1.1 bath cape on .43 acres. Features a two car garage, deck off of the kitchen, wood flooring in some rooms, NEW OIL FURNACE. Close to shopping, amenities, and highways. Schedule ...
86 Maple Street
Winchester, Connecticut 06098
$145,000 | Under Contract - Continue
4 Beds | 2 Baths | 1428 Sqft | 0.24 Acres | 172 Days on Market
Property Type: Single Family For Sale
A wonderful opportunity for homeownership. This classic colonial features four bedrooms, two full bathrooms, a living room with den. The large kitchen has an adjacent laundry room with a sink. One of the full bathrooms is located on the main floor with the other located on the up...
44 Wetmore Avenue
Winchester, Connecticut 06098
$245,000 | Under Contract - Continue
4 Beds | 3 Baths | 1945 Sqft | 0.13 Acres | 53 Days on Market
Property Type: Multi-Family For Sale
Welcome to 44 Wetmore Ave; the only 3 Family home for sale in Winchester, CT! This Three Family home is conveniently located on a corner lot with two driveways- plenty of parking for everyone. Unit 44 features a one bedroom apartment with a large living room and eat in kitchen. T...
17 Chestnut Street
Winchester, Connecticut 06098
$250,000 | Under Contract - Continue
5 Beds | 2 Baths | 1932 Sqft | 0.14 Acres | 88 Days on Market
Property Type: Multi-Family For Sale
Spacious and well-kept two family in a very convenient location, walkable to all of downtown Winsted. Large barn/ garage in the back which is currently rented for $250 a month. Three bedroom unit on the first floor and a two-bedroom unit on the second floor. The owner is a licens...
522 West Wakefield Boulevard
Winchester, Connecticut 06098
$700,000 | Active
2 Beds | 1 Baths | 1134 Sqft | 1 Acres | 481 Days on Market
Property Type: Single Family For Sale
LOCATION! LOCATION! LOCATION! Direct Waterfront Lake Property on a VERY RARE 1 ACRE level & private CORNER LOT with tons of parking on the highly sought after pristine, glistening & scenic Highland Lake in Winsted, Litchfield County, CT This property has approx 400 ft of waterfro...
144 Marshall Street
Winchester, Connecticut 06098
$580,000 | Under Contract
3 Beds | 2 Baths | 1744 Sqft | 55 Acres | 26 Days on Market
Property Type: Single Family For Sale
Escape to your own private oasis on 55 acres of pristine land with this one-of-a-kind property. Boasting 3 bedrooms, 2 full bathrooms, a ranch-style layout for convenient one-floor living, this home offers the perfect blend of comfort and privacy. Inside, enjoy the comfort of thr...
469 Platt Hill Road
Winchester, Connecticut 06098
$1,100,000 | Active
4 Beds | 2 Baths | 3088 Sqft | 7.11 Acres | 53 Days on Market
Property Type: Single Family For Sale
HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Buyer, whether Youre an ANTIQUARIAN, HORSE & ANIMAL LOVER, or just seeking for a PEACEFUL & TRANQUIL LOCATION, this LITCHFIELD COUNTY HOME could possibly fit your Criteria. Stately 178...
247 North Main Street
Winchester, Connecticut 06098
$525,000 | Active
8 Beds | 5 Baths | 5093 Sqft | 0.84 Acres | 77 Days on Market
Property Type: Multi-Family For Sale
Architectural wonder and great investment opportunity. You will love the entrancing detail and architecture of this lovely building. Huge .84 acre lot and loads of parking. All units are occupied and well cared for. 3 out of 4 tenants are long term and all the tenants love their ...
18-4A Taylor Brook Road
Winchester, Connecticut 06098
$650,000 | Active
3 Beds | 3 Baths | 2135 Sqft | 3.46 Acres | 524 Days on Market
Property Type: Single Family For Sale
Beautiful custom built gem situated on a private site with a stream! Bright, sunny open floor plan with 3 bedrooms, 2.5 baths, great bonus room. Gleaming hardwood floors thru-out, granite tops, stone/marble baths, walk up attic. Large deck off kitchen. Dont miss this incredible o...