Connecticut Realtor with experience and knowledge of residential and commercial property in Winchester
130 Colebrook River Road
Winchester, Connecticut 06098
$125,000 | Active
3 Beds | 2 Baths | 1824 Sqft | 1.33 Acres | 1 Days on Market
Property Type: Single Family For Sale
Investors, handy person and everyone else! Excellent home to rehab! This 3 bed with 2 bath home has a nice view of the water from the back deck. Well worth the effort!...
124 Standard Avenue
Winchester, Connecticut 06098
$249,900 | Active
3 Beds | 2 Baths | 1152 Sqft | 1.35 Acres | 4 Days on Market
Property Type: Single Family For Sale
This wonderful Ranch is just waiting for you to call it home! With its traditional layout 3 beds, 2baths, hardwoods partially finished lower level, and wonderful oversized deck overlooking a great yard. This home is just waiting for you to bring your style and make it yours! Enjo...
86 Maple Street
Winchester, Connecticut 06098
$274,999 | Active
4 Beds | 2 Baths | 1428 Sqft | 0.24 Acres | 15 Days on Market
Property Type: Single Family For Sale
Completely renovated. Brand new appliances. Roof and furnace approx. 10 years old. Nice open yard. New gravel driveway. Walk up attic with plenty of storage. New floors and windows. Large eat-in kitchen with marble counters and stainless steel appliances. Main floor laundry. Two ...
220 Gilbert Avenue
Winchester, Connecticut 06098
$364,900 | Active
4 Beds | 2 Baths | 2176 Sqft | 0.25 Acres | 62 Days on Market
Property Type: Multi-Family For Sale
WOW - Welcome to 220 Gilbert Ave! Stop by for a visit and view the amazing transformation of this FABULOUS 2 family dwelling. Home has been completely remodeled inside and out. Relax and enjoy the level, private back yard or the sprawling, open front porch. The open floor plan bo...
86 Strong Terrace
Winchester, Connecticut 06098
$287,700 | Coming Soon
5 Beds | 2 Baths | 1646 Sqft | 0.43 Acres | Days on Market
Property Type: Single Family For Sale
Lovely 5 bedroom Colonial in the quaint town of Winchester is updated throughout and move in ready! This home offers a unique blend of classic charm and modern amenities. Fantastic yard is great for entertaining with a patio, garden areas, fire pit, a detached barn style garage a...
129 Skinner Road
Winchester, Connecticut 06098
$369,000 | Under Contract - Continue
4 Beds | 2 Baths | 2177 Sqft | 1.8 Acres | 6 Days on Market
Property Type: Single Family For Sale
Explore 129 Skinner, a captivating retreat offering abundant charm and privacy. Spanning nearly two acres, this residence features four bedrooms, two bathrooms, two fireplaces, and numerous amenities. Conveniently situated in the countryside, residents delight in seclusion while ...
20 Riveredge Drive
Winchester, Connecticut 06098
$155,000 | Under Contract
2 Beds | 2 Baths | 992 Sqft | 0 Acres | 1 Days on Market
Property Type: Condo/Co-Op For Sale
Come see this renovated condo! New Carpeting on stairs and in bedrooms; fresh coat of paint throughout and flooring on lower level still looks brand new. Slider in living room opens to a private little patio area. Great surrounding neighborhoods. Close proximity to town....
111 Riverton Road
Winchester, Connecticut 06098
$195,000 | Active
2 Beds | 2 Baths | 1204 Sqft | 0 Acres | 43 Days on Market
Property Type: Condo/Co-Op For Sale
Rarely Available End Unit at Riverwalk Condos! This pristine 2-bedroom, 1.5-bath condo offers a move-in ready experience with stunning river views and modern upgrades. The open-concept living space is filled with natural light and features crown molding and recessed lighting, add...
111 Riverton Road
Winchester, Connecticut 06098
$190,000 | Active
2 Beds | 2 Baths | 1204 Sqft | 0 Acres | 4 Days on Market
Property Type: Condo/Co-Op For Sale
Welcome to 111 Riverton Road, Unit 53-your perfect home just in time for the holidays! This well-maintained Riverwalk end-unit townhouse is nestled in the last building of the complex, offering privacy without through traffic, large open green space, and serene water views of the...
493 North Main Street
Winchester, Connecticut 06098
$260,000 | Active
3 Beds | 1 Baths | 1277 Sqft | 1.3 Acres | 5 Days on Market
Property Type: Single Family For Sale
Home for the Holidays! Enjoy living in your own home nestled in the scenic Litchfield Hills in this newly renovated three-bedroom house with many updates: + Refrigerator, range, microwave, dishwasher, and first floor washer/dryer less than a year old. + Hot water heater 2023. + ...
138 Old North Road
Winchester, Connecticut 06098
$349,900 | Under Contract - Continue
3 Beds | 2 Baths | 1186 Sqft | 7.74 Acres | 13 Days on Market
Property Type: Single Family For Sale
This charming, single-level ranch home sits on nearly eight acres of peaceful land, offering plenty of space and privacy. As you enter through the front door, youre welcomed into a stunning, freshly remodeled kitchen with custom cabinetry, brand new appliances all designed by som...
161 Marshall Street
Winchester, Connecticut 06098
$359,900 | Under Contract - Continue
4 Beds | 2 Baths | 2216 Sqft | 0.69 Acres | 25 Days on Market
Property Type: Single Family For Sale
Lovely Country home located on the outskirts of town features 8 rooms 3-4 bedrooms and 2 full baths . The living room has a cathedral ceiling with a pellet stove and is open to the fully applianced remodeled Cherry kitchen with granite counters and tiled floor. The breakfast nook...
116 Ashley Road
Winchester, Connecticut 06058
$349,900 | Active
3 Beds | 1 Baths | 1491 Sqft | 13 Acres | 59 Days on Market
Property Type: Single Family For Sale
Welcome to a piece of history with this enchanting Cape farmhouse, a true gem nestled in the picturesque town of Winchester. Built in 1830, this home radiates classic charm with its original details and timeless character. The property features two inviting fireplaces, perfect fo...
173 Smith Hill Road
Winchester, Connecticut 06098
$390,000 | Under Contract
4 Beds | 2 Baths | 1702 Sqft | 4.11 Acres | 12 Days on Market
Property Type: Single Family For Sale
Picture-perfect Cape perched on 4+ private acres, this home boasts 3-4 bedrooms, 2 full bathrooms, hardwood floors, and an abundance of natural light throughout. The main level features a bright and open dining-living room with a fireplace and custom built-ins. Youll enjoy the co...
111 Torringford Street
Winchester, Connecticut 06098
$199,000 | Under Contract
2 Beds | 2 Baths | 1626 Sqft | 0 Acres | 14 Days on Market
Property Type: Condo/Co-Op For Sale
Welcome to this nicely maintained 2-3 bedroom condo, offering a perfect blend of comfort and style. The main level features a compact kitchen that flows seamlessly into a spacious combination living and dining area, adorned with gleaming hardwood floors. Enjoy picturesque distant...
77 Hubbard Street
Winchester, Connecticut 06098
$299,900 | Active
6 Beds | 2 Baths | 2699 Sqft | 0.28 Acres | 10 Days on Market
Property Type: Multi-Family For Sale
Discover this versatile two-family residence offering a blend of modern updates and timeless charm. Each unit boasts three bedrooms and a full bath, providing ample space and comfort for tenants or multi-generational living. The first-floor unit has been beautifully renovated, f...
155 Gilbert Avenue
Winchester, Connecticut 06098
$899,900 | Under Contract
8 Beds | 8 Baths | 3963 Sqft | 1.28 Acres | 12 Days on Market
Property Type: Multi-Family For Sale
Rare opportunity to secure 8 units under one roof! Fantastic location within walking distance of downtown Winsted and Northwestern Community College. Well-maintained and managed, this property presents a new owner the opportunity for cash flow out of the gate, with value to be ad...
296 Colebrook Road
Winchester, Connecticut 06098
$490,000 | Under Contract - Continue
7 Beds | 4 Baths | 4253 Sqft | 9.87 Acres | 52 Days on Market
Property Type: Single Family For Sale
. The Main house features a Huge Stone fire-placed family room , plus a fire-placed Living room,for cozier gatherings. The home also includes a walk-out basement,. There is finished space ideal for an in-law suite on the second floor, located above the oversized attached 2-car ga...
25 Hillside Avenue
Winchester, Connecticut 06098
$575,000 | Under Contract
6 Beds | 5 Baths | 5001 Sqft | 0.62 Acres | 149 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...
175 Main Street
Winchester, Connecticut 06098
$995,000 | Active
14 Beds | 7 Baths | 4860 Sqft | 0.13 Acres | 110 Days on Market
Property Type: Multi-Family For Sale
Addresses include 175 Main Street and 183 Main Street in Winsted, CT. Amazing opportunity to acquire a 9 Unit Asset (7 Apartments + 2 Retail) in Winsted with anchor tenant Nolis Restaurant (Rent $2,266 w 3% increase/year) w over 20 years in business! Pride of Ownership is evident...
51 Pratt Street
Winchester, Connecticut 06098
$480,000 | Active
4 Beds | 2 Baths | 2239 Sqft | 0.21 Acres | 17 Days on Market
Property Type: Single Family For Sale
Welcome to this beautifully renovated home, nicely tucked away in historic Winsted. This lovely property features over 2,200 square feet of gross interior living space. The large kitchen, dining, and living room areas provide a seamless flow, perfect for entertaining. The home bo...
115 Moore Avenue
Winchester, Connecticut 06098
$449,900 | Active
3 Beds | 3 Baths | 2240 Sqft | 4.92 Acres | 57 Days on Market
Property Type: Single Family For Sale
If you are looking for a mini estate look no further. This completely remodeled home has everything you need. New eat in kitchen with a bay window overlooking the rear yard. Quartz c/tops and new appliances. Formal dining room, den with fireplace and wood stove insert. Sliders to...
3 Kittredge Lane
Winchester, Connecticut 06098
$250,000 | Under Contract
4 Beds | 2 Baths | 2190 Sqft | 0.45 Acres | 4 Days on Market
Property Type: Single Family For Sale
Nestled at the end of a tranquil street, this charming Cape offers a perfect blend of indoor comfort and outdoor enjoyment. Sit in your rocker on the inviting front porch or relax on the back deck, where a 2020 Thermospa hot tub awaits you-its included in the sale! Enjoy the gre...
421 Unity Place
Winchester, Connecticut 06098
$299,999 | Active
3 Beds | 2 Baths | 1440 Sqft | 0.12 Acres | 52 Days on Market
Property Type: Single Family For Sale
Make this newly renovated house in the sought after Highland Lake community your full time residence or your home away from home! This home has gone through an extensive remodel including brand new roof, insulated siding, energy efficient windows, and LVP flooring. The home featu...
522 West Wakefield Boulevard
Winchester, Connecticut 06098
$650,000 | Under Contract - Continue
2 Beds | 1 Baths | 1134 Sqft | 1 Acres | 599 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...
39 South Main Street
Winchester, Connecticut 06098
$649,900 | Active
9 Beds | 5 Baths | 4446 Sqft | 4.36 Acres | 154 Days on Market
Property Type: Multi-Family For Sale
THREE PROPERTIES ONE PRICE!!! Includes single family, multi family & additional lot totaling 4.36 acres. 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. ...
350 Walnut Street
Winchester, Connecticut 06098
$120,000 | Under Contract
2 Beds | 1 Baths | 720 Sqft | 0.56 Acres | 32 Days on Market
Property Type: Single Family For Sale
Attention investors! This 2-bedroom, 1-bathroom single ranch style home is a prime opportunity for a complete rehab. The property was involved in a fire and requires a full rehab with a 1-car garage and is being sold as-is. Subject to probate approval....
247 North Main Street
Winchester, Connecticut 06098
$499,900 | Under Contract - Continue
8 Beds | 5 Baths | 5093 Sqft | 0.84 Acres | 195 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 ...
354 Platt Hill Road
Winchester, Connecticut 06098
$444,900 | Under Contract
4 Beds | 3 Baths | 2486 Sqft | 1.5 Acres | 15 Days on Market
Property Type: Single Family For Sale
Welcome to your dream home in Winchester, Connecticut, just minutes from the serene Highland Lake. Park your boat o. Your property and use the public boat launch! This charming residence boasts a large, flat wooded lot, offering plenty of space for outdoor activities and privacy....
110 South Road
Winchester, Connecticut 06098
$694,000 | Active
4 Beds | 3 Baths | 3870 Sqft | 2.75 Acres | 171 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 and updated rooms. Several options to include; one-floor living, multi-generational home, w 4+ bedrooms and 4 garage bay...
119 West Wakefield Boulevard
Winchester, Connecticut 06098
$859,900 | Active
4 Beds | 2 Baths | 1781 Sqft | 0.62 Acres | 92 Days on Market
Property Type: Single Family For Sale
Stunning Lake Vistas! Have you been dreaming of a lake view and a property that is Special, Unique and TURN KEY? Fifty feet of waterfront property is included with boat dock and lift for lake enthusiasts! Nestled across from the serene First Bay, this beautifully renovated two-fa...
119 West Wakefield Boulevard
Winchester, Connecticut 06098
$859,900 | Active
4 Beds | 2 Baths | 1781 Sqft | 0.62 Acres | 92 Days on Market
Property Type: Multi-Family For Sale
Stunning Lake Vistas! Have you been dreaming of a lake view and a property that is Special, Unique and TURN KEY? Fifty feet of waterfront property is included with boat dock and lift for lake enthusiasts! Nestled across from the serene First Bay, this beautifully renovated two-fa...
538 Wheelers Point
Winchester, Connecticut 06098
$1,880,000 | Active
4 Beds | 3 Baths | 2496 Sqft | 0.7 Acres | 42 Days on Market
Property Type: Single Family For Sale
Lakefront Historic Architecture meets Modern Styling on private waterfront penninsula with 360 direct lake frontage! Split timber tudor architecture offers unique features - leaded glass, stone flooring, window seats, paneling and mouldings, brick and stone appointments. A stunni...
129 Forest Avenue
Winchester, Connecticut 06098
$679,900 | Under Contract - Continue
3 Beds | 3 Baths | 2400 Sqft | 4.12 Acres | 195 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...
10 Hamill Drive
Winchester, Connecticut 06098
$399,900 | Active
3 Beds | 2 Baths | 1476 Sqft | 0.33 Acres | 52 Days on Market
Property Type: Single Family For Sale
This single family home has 3 generous bedrooms and 1.5 bathrooms. It features a spacious kitchen with hardwood cabinets and black appliances. There are hardwood floors throughout the entire house, a dedicated laundry room, and a heated finished basement. This home is situated on...
19 Cottage Street
Winchester, Connecticut 06098
$399,999 | Active
4 Beds | 4 Baths | 2674 Sqft | 0.32 Acres | 63 Days on Market
Property Type: Single Family For Sale
Welcome to 19 Cottage Street, a stunning turnkey Colonial in the heart of Winsted that beautifully blends modern functionality with classic charm. As you enter, a spacious foyer with new tile flooring leads into a bright living room featuring gleaming hardwood floors, create a wa...
441 Platt Hill Road
Winchester, Connecticut 06098
$650,000 | Active
5 Beds | 3 Baths | 3404 Sqft | 2.09 Acres | 85 Days on Market
Property Type: Single Family For Sale
Welcome home! This inviting residence features an open, airy feel with abundant natural light from big windows and multiple skylights. The main level boasts solid hardwood floors and tiles, while the spacious eat-in kitchen, though older, is well-maintained and perfect for family...
36 Whiting Street
Winchester, Connecticut 06098
$189,000 | Under Contract - Continue
3 Beds | 3 Baths | 1608 Sqft | 0.22 Acres | 156 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...
435 West Wakefield Boulevard
Winchester, Connecticut 06098
$1,700,000 | Active
8 Beds | 5 Baths | 5231 Sqft | 1.51 Acres | 55 Days on Market
Property Type: Single Family For Sale
Welcome to this spectacular Highland Lake estate, offering a unique blend of luxury & tranquility. Situated on 1.3 acres of level land, the property includes a large barn/garage capable of housing multiple cars, boats, & equipment. The main home boasts generously sized rooms w/ h...
114 Moore Avenue
Winchester, Connecticut 06098
$399,900 | Under Contract - Continue
6 Beds | 4 Baths | 2580 Sqft | 1.61 Acres | 98 Days on Market
Property Type: Single Family For Sale
Impeccably Remodeled 6 Bedroom, 3+ Bath Colonial Farmhouse on 1.6 Acres Features 2 Kitchens on Main Level with Seperate Full Baths, Bedroom and Living Area for Possible In-Law or Extra Income Apartment. Both Kitchens & All 3 Baths Have Been Totally Renovated with New Cabinetry, G...
74 Strong Terrace
Winchester, Connecticut 06098
$260,000 | Under Contract - Continue
3 Beds | 2 Baths | 1032 Sqft | 1.71 Acres | 76 Days on Market
Property Type: Single Family For Sale
Three bedroom Ranch with fireplace on the main level, and set on three lots totaling 1.71 acres near the center of Winsted. Close to Rt.8. There are three lots, and the taxes reflect this. Public Water and Sewer and Natural Gas. Lower level has a wood burning fireplace and is stu...
315 East Wakefield Boulevard
Winchester, Connecticut 06098
$299,900 | Active
3 Beds | 1 Baths | 988 Sqft | 0.22 Acres | 84 Days on Market
Property Type: Single Family For Sale
Welcome to 315 East Wakefield Blvd, a charming 3-bedroom, 1-bath ranch offering stunning views and easy access to Highland Lake. This home is in impeccable condition, featuring an updated kitchen and bath, along with newer hard surface flooring. The inviting living room boasts a ...
153 Mathew Road
Winchester, Connecticut 06098
$279,900 | Under Contract - Continue
2 Beds | 2 Baths | 1544 Sqft | 0.13 Acres | 141 Days on Market
Property Type: Single Family For Sale
Price Reduced! 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. New split system air conditioning. Cu...
431 West Wakefield Boulevard
Winchester, Connecticut 06098
$2,800,000 | Active
9 Beds | 6 Baths | 7000 Sqft | 1.9 Acres | 78 Days on Market
Property Type: Single Family For Sale
This waterfront estate at 431 W. Wakefield Blvd in Winchester, CT, is not just a home but the ultimate Highland Lake lifestyle. Imagine waking up each day to stunning lake views, with endless seasonal activities awaiting just beyond your doorstep. In the summer, dive into boating...
711 West Wakefield Boulevard
Winchester, Connecticut 06098
$1,500,000 | Active
3 Beds | 3 Baths | 2664 Sqft | 0.61 Acres | 101 Days on Market
Property Type: Single Family For Sale
Build your DREAM home! Largest lot available on the lake with great views and parking! Will build to suite. Dont miss this wonderful opportunity! WELL IS LOT CORNER at Forest Ave FRONTAGES ARE MARKED IN RED. +-a2 map and topo in documents....
508 West Wakefield Boulevard
Winchester, Connecticut 06098
$1,650,000 | Active
7 Beds | 4 Baths | 2687 Sqft | 1.63 Acres | 155 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...
469 Platt Hill Road
Winchester, Connecticut 06098
$1,100,000 | Active
4 Beds | 2 Baths | 3088 Sqft | 7.11 Acres | 171 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...
18-4A Taylor Brook Road
Winchester, Connecticut 06098
$650,000 | Active
3 Beds | 3 Baths | 2135 Sqft | 3.46 Acres | 642 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...