Connecticut Realtor with experience and knowledge of residential and commercial property in Winchester
152 Mountain Road
Winchester, Connecticut 06098
$329,900 | Under Contract - Continue
3 Beds | 2 Baths | 2148 Sqft | 1.63 Acres | 4 Days on Market
Property Type: Single Family For Sale
Welcome to this charming 3-bedroom, 2-bath Raised Ranch, nestled on a serene 1.63-acre lot, offering the tranquility of rural living while being conveniently close to Highland Lake. The main level boasts a spacious living room with a cozy fireplace and elegant arched built-in boo...
302 Norcross Road
Winchester, Connecticut 06098
$99,000 | Under Contract - Continue
1 Beds | 1 Baths | 600 Sqft | 1 Acres | 8 Days on Market
Property Type: Single Family For Sale
Privately situated cottage in the Highland Lake District on 1 acre! This cottage has been gutted. It has a large living room area with fireplace. There is a well and septic. 200 amp service. Private beach rights with Town paid permit to Highland Lake. Not gps friendly. Property i...
124 Marshall Street
Winchester, Connecticut 06098
$485,000 | Active
4 Beds | 2 Baths | 1986 Sqft | 7.1 Acres | 3 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...
874 West Wakefield Boulevard
Winchester, Connecticut 06098
$749,000 | Active
3 Beds | 2 Baths | 2240 Sqft | 0.09 Acres | 2 Days on Market
Property Type: Single Family For Sale
Direct Waterfront at Highland Lake, perfect for a year round or vacation home with its own sandy beach and dock. Make a lifetime of lake life memories in this stunning mid century modern style 3 bedroom/2 bath home located on the sunny side of the lake. Enjoy the lake views from ...
86 Maple Street
Winchester, Connecticut 06098
$145,000 | Active
4 Beds | 2 Baths | 1428 Sqft | 0.24 Acres | 103 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...
23 Curtice Street
Winchester, Connecticut 06098
$259,900 | Active
4 Beds | 2 Baths | 1380 Sqft | 0.2 Acres | 9 Days on Market
Property Type: Single Family For Sale
This home sounds like a fantastic find! With four bedrooms, including one on the main level, and 1.5 bathrooms, it offers both space and convenience. The updated kitchen with ample cabinet and counter space is a definite plus, and the hardwood flooring throughout most of the hous...
88 Munro Place
Winchester, Connecticut 06098
$319,000 | Under Contract
4 Beds | 2 Baths | 2800 Sqft | 0.25 Acres | 1 Days on Market
Property Type: Single Family For Sale
Stunning Victorian Colonial home nestled in the picturesque foothills of sought-after Litchfield County! This home exudes historic charm while seamlessly integrating modern conveniences, making it the perfect blend of old-world allure and contemporary living. Set atop a hill, in ...
84 Manchester Heights
Winchester, Connecticut 06098
$330,000 | Under Contract - Continue
4 Beds | 2 Baths | 1526 Sqft | 1.45 Acres | 168 Days on Market
Property Type: Single Family For Sale
BACK ON THE MARKET AND PRICED TO MOVE! This Unique XXL ranch at the end of a cul-de-sac, this open concept 4 bedroom, 2 bath home in a private setting with a spring fed pond & mature gardens has everything you need. Hardwood floors throughout, an updated farmhouse style kitchen w...
17 Chestnut Street
Winchester, Connecticut 06098
$250,000 | Active
5 Beds | 2 Baths | 1932 Sqft | 0.14 Acres | 19 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...
129 Forest Avenue
Winchester, Connecticut 06098
$739,900 | Active
3 Beds | 3 Baths | 2400 Sqft | 4.12 Acres | 8 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...
247 North Main Street
Winchester, Connecticut 06098
$525,000 | Active
7 Beds | 6 Baths | 5093 Sqft | 0.84 Acres | 8 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 ...
45 Riveredge Drive
Winchester, Connecticut 06098
$145,000 | Under Contract
2 Beds | 2 Baths | 992 Sqft | 0 Acres | 3 Days on Market
Property Type: Condo/Co-Op For Sale
Escape to tranquility at Still River Condos, where the serene waters of Still River flow just beyond your doorstep. Nestled along this picturesque waterway, this updated 2-bedroom condo offers a perfect blend of modern comfort and natural beauty. Step inside to discover a tastef...
144 Marshall Street
Winchester, Connecticut 06098
$580,000 | Active
3 Beds | 2 Baths | 1744 Sqft | 55 Acres | 9 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...
265 Colebrook Road
Winchester, Connecticut 06098
$359,900 | Under Contract - Continue
2 Beds | 1 Baths | 1232 Sqft | 4.21 Acres | 14 Days on Market
Property Type: Single Family For Sale
Enjoy your private homestead situated on 4+ acres. Distant views, adjacent to state forest property. Professionally landscaped with pavers, a stone patio, water fountain and two outbuildings. The Home features an open floor plan, light fill rooms, dining/kitchen open to living a...
136 Glendale Avenue
Winchester, Connecticut 06098
$279,925 | Under Contract
4 Beds | 1 Baths | 1114 Sqft | 0.65 Acres | 2 Days on Market
Property Type: Single Family For Sale
Welcome to this charming 4-bedroom cape nestled in a serene neighborhood just minutes away from shops and restaurants. This meticulously maintained home offers a spacious backyard with a deck, perfect for both relaxation and entertaining. The partially finished basement presents ...
732 West Wakefield Boulevard
Winchester, Connecticut 06098
$525,000 | Under Contract
3 Beds | 1 Baths | 864 Sqft | 0.1 Acres | 7 Days on Market
Property Type: Single Family For Sale
Beautiful direct waterfront property on Highland Lake! Seasonal cottage with 50 of deep water frontage along 3rd bay. Open large family room/kitchen with three bedrooms and one bathroom. Expansive decks and covered porch. Jump right into the lake from your waterfront deck! Hot tu...
42 Upland Road
Winchester, Connecticut 06098
$209,900 | Active
2 Beds | 1 Baths | 1236 Sqft | 0.22 Acres | 17 Days on Market
Property Type: Single Family For Sale
This charming home includes updated kitchen and bathroom. include newer appliances cabinets and countertops. Oak hardwood floors adorn the dining room and living rooms. A sliding glass door provides access to the private large deck from the Dining room. The Bedrooms are located o...
25 Hillside Avenue
Winchester, Connecticut 06098
$599,900 | Active
6 Beds | 5 Baths | 5001 Sqft | 0.62 Acres | 23 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...
80 John Street
Winchester, Connecticut 06098
$349,999 | Under Contract - Continue
2 Beds | 2 Baths | 1514 Sqft | 16.88 Acres | 41 Days on Market
Property Type: Single Family For Sale
16.88 ACRES! Unique and perfect for the outdoor enthusiast or someone looking for a private retreat. Located at the end of a cul-de-sac and the rear is in close proximity to Mad River Dam. This treed lot has easy access up a cleared road. Pole barn built with lumber harvested fro...
213 Spencer Hill Road
Winchester, Connecticut 06098
$399,900 | Under Contract
3 Beds | 2 Baths | 1836 Sqft | 3.56 Acres | 3 Days on Market
Property Type: Single Family For Sale
Introducing 213 Spencer Hill Road, a serene and secluded contemporary resting high above its surroundings in the foothills of the Berkshires. At over 1200 of elevation and surrounded by trees, this property will be your retreat from an often hectic daily schedule. Your new home f...
114 Oak Street
Winchester, Connecticut 06098
$275,000 | Under Contract - Continue
3 Beds | 2 Baths | 2192 Sqft | 0.29 Acres | 64 Days on Market
Property Type: Single Family For Sale
Welcome to this charming 4-bedroom Cape-style home, conveniently situated near downtown amenities. Step inside to discover a spacious layout featuring a large eat-in kitchen, formal dining room, and a cozy formal living room. The family room beckons with its inviting fireplace an...
107 Oakdale Avenue
Winchester, Connecticut 06098
$368,000 | Under Contract
3 Beds | 3 Baths | 2521 Sqft | 0.93 Acres | 7 Days on Market
Property Type: Single Family For Sale
Immaculate 3 bedroom cape style home featuring all the beauty and quiet of country living yet less than a minute from shopping, highways, and all town resources. This home feels cozy the minute you walk in with living rooms on both sides of the entry way and a fireplace. The kitc...
339 West Wakefield Boulevard
Winchester, Connecticut 06098
$650,000 | Active
3 Beds | 2 Baths | 1322 Sqft | 0.18 Acres | 44 Days on Market
Property Type: Single Family For Sale
HIGHLAND LAKE 4 Season Home For Sale. 3 bedrooms,2 full bathrooms. Including 50 feet of private waterfront with private dock and solar powered covered boat lift. The home has lake views from every room . It boasts a huge primary ensuite bedroom with vaulted ceilings and exception...
522 West Wakefield Boulevard
Winchester, Connecticut 06098
$800,000 | Active
2 Beds | 1 Baths | 1134 Sqft | 1 Acres | 412 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...
27 Benton Street
Winchester, Connecticut 06098
$226,900 | Active
2 Beds | 2 Baths | 1109 Sqft | 0.43 Acres | 38 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 ...
2 Herman Road
Winchester, Connecticut 06098
$234,900 | Under Contract - Continue
3 Beds | 2 Baths | 1872 Sqft | 1.38 Acres | 59 Days on Market
Property Type: Single Family For Sale
This property is eligible under the Freddie Mac First Look Initiative through 4/19/2024.This Cape has lots to offer including 3 bedrooms, 2 full baths, 1 car attached garage situated on a 1.3 acre lot. New flooring throughout, new septic tank. There is a deck off of the kitchen i...
265 West Lake Street
Winchester, Connecticut 06098
$770,000 | Active
3 Beds | 2 Baths | 1112 Sqft | 0.44 Acres | 181 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 ...
817 E Wakefield Boulevard
Winchester, Connecticut 06098
$399,900 | Active
2 Beds | 2 Baths | 1051 Sqft | 0.62 Acres | 52 Days on Market
Property Type: Single Family For Sale
Have you always dreamed of owning a lake house? If so, you dont want to miss this one! Situated on the top of a hill overlooking the picturesque Highland Lake, this ranch style home features 1,051+/- square feet of living space including two bedrooms and two full bathrooms. Enjoy...
209 1/2 Rockwell Street
Winchester, Connecticut 06098
$229,000 | Under Contract - Continue
2 Beds | 1 Baths | 1920 Sqft | 0.12 Acres | 64 Days on Market
Property Type: Single Family For Sale
Wow, this home built in 1992 has thermal paned windows, huge kitchen with newer stainless steel appliances, large sunny Living Room with electric fireplace, 12-10 sunroom with sliders off the kitchen. 2 large bedrooms and updated bathroom. Lower walk-out basement has additional l...
21 Greenwoods Avenue
Winchester, Connecticut 06098
$265,000 | Under Contract
8 Beds | 4 Baths | 2918 Sqft | 0.13 Acres | 1 Days on Market
Property Type: Multi-Family For Sale
Investors take note! This 4 family property with 3 units rented is the perfect addition to your investment portfolio! Recording devices may be present on the property. Listing agent has limited information regarding the property, buyer to do due diligence. Seller desires an as is...
711 West Wakefield Boulevard
Winchester, Connecticut 06098
$320,000 | Active
2 Beds | 1 Baths | 1015 Sqft | 0.61 Acres | 394 Days on Market
Property Type: Single Family For Sale
Rebuild, or tear down and build NEW! Large lot for a lake property with great parking and views! 5 rooms, 2 bedroom bungalow with fireplace. Dont miss this wonderful opportunity! HOUSE INTERIOR IS GUTTED WELL IS LOT CORNER AT forest ave FRONTAGES ARE MARED IN RD. +_ a2 map and to...
18-4A Taylor Brook Road
Winchester, Connecticut 06098
$650,000 | Active
3 Beds | 3 Baths | 2135 Sqft | 3.46 Acres | 455 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...