Connecticut Realtor with experience and knowledge of residential and commercial property in Winchester
111 Riverton Road
Winchester, Connecticut 06098
$205,000 | Active
2 Beds | 2 Baths | 1204 Sqft | 0 Acres | 4 Days on Market
Property Type: Condo/Co-Op For Sale
This 3-story condominium boasts two large bedrooms, and 1.5 bathrooms, as well as a 2-car garage with a private indoor entrance. The primary bedroom provides lofty ceilings, a walk-in closet, and its own entry way into the full bath. On the main level, the pellet stove is powerfu...
107 Roberts Avenue
Winchester, Connecticut 06098
$309,000 | Active
3 Beds | 2 Baths | 1888 Sqft | 1.6 Acres | 11 Days on Market
Property Type: Single Family For Sale
Make your appointment today to view this great 1,888 sq ft home with 1.6 acres of land to relax on! A new septic tank is needed and has a buried oil tank. Seller is motivated, bring all offers!!...
35 Riveredge Drive
Winchester, Connecticut 06098
$155,000 | Under Contract
2 Beds | 2 Baths | 992 Sqft | 0 Acres | 4 Days on Market
Property Type: Condo/Co-Op For Sale
Come see this wonderful sought after condo on a cul-de-sac. Freshly painted and new carpet on stairs and upper level. This unit overlooks the river from the back patio. Great surrounding neighborhoods. Close proximity to town and route 8. Parking space is directly in front of the...
435 West Wakefield Boulevard
Winchester, Connecticut 06098
$1,600,000 | Active
8 Beds | 5 Baths | 5231 Sqft | 1.51 Acres | 115 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...
13 Riveredge Drive
Winchester, Connecticut 06098
$140,000 | Active
1 Beds | 1 Baths | 643 Sqft | 0 Acres | 6 Days on Market
Property Type: Condo/Co-Op For Sale
This is your chance to experience turnkey condo-style living with modern upgrades and unbeatable comfort. The remodeled kitchen boasts newer appliances, sleek granite countertops, and stylish flooring, perfect for everyday living and entertaining. Enjoy peace of mind with a five-...
111 Riverton Road
Winchester, Connecticut 06098
$182,900 | Under Contract - Continue
2 Beds | 2 Baths | 1204 Sqft | 0 Acres | 47 Days on Market
Property Type: Condo/Co-Op For Sale
Welcome to 111 Riverton Road, Unit 7. Discover the charm and convenience of this well-maintained Riverwalk townhouse, ideally situated in a peaceful section of the complex with no through traffic, expansive green spaces, and a serene wooded backdrop. This 2-bedroom, 1.5-bath home...
63 Meadow Street
Winchester, Connecticut 06098
$315,000 | Under Contract
5 Beds | 3 Baths | 2602 Sqft | 0.25 Acres | 31 Days on Market
Property Type: Multi-Family For Sale
Welcome to 63 Meadow, an updated, well maintained and income producing property, making it a match made in investing heaven for both the landlord and tenant. This property boasts three spacious units, shared outdoor space, a two-car attached garage, and 5 parking spaces. The prim...
244 Colebrook Road
Winchester, Connecticut 06098
$369,900 | Active
4 Beds | 2 Baths | 1531 Sqft | 0.77 Acres | 10 Days on Market
Property Type: Single Family For Sale
Welcome to 244 Colebrook Road, a beautifully renovated home that perfectly blends modern upgrades with timeless charm. Move-in ready, this home features thoughtful updates designed to suit all your lifestyle needs. Virtually staged. The first floor opens to a formal living room ...
39 Baker Street
Winchester, Connecticut 06098
$225,000 | Under Contract
5 Beds | 2 Baths | 1612 Sqft | 0.2 Acres | 4 Days on Market
Property Type: Multi-Family For Sale
Wonderful opportunity to own a 2 family with a newer 2 car garage. Home has gas heat. Wood floors thru out, in need of refinishing. Updated cabinets in kitchens; in need of flooring and appliances. Units each have their own heat and laundry hook ups. Wonderful front covered porch...
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....
39 South Main Street
Winchester, Connecticut 06098
$749,900 | Active
9 Beds | 5 Baths | 4446 Sqft | 4.36 Acres | 214 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....
296 Colebrook Road
Winchester, Connecticut 06098
$490,000 | Under Contract - Continue
7 Beds | 4 Baths | 4253 Sqft | 9.87 Acres | 72 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...
174 Boyd Street
Winchester, Connecticut 06098
$305,000 | Active
3 Beds | 1 Baths | 1424 Sqft | 0.22 Acres | 12 Days on Market
Property Type: Single Family For Sale
A charming house located 2 blocks from highland lake. This 3 bedroom, 1 large full bath is move-in ready. The dining room has a beautiful built in, the 3 large windows allowing for natural light to brighten the room. Off of the dining room is a nice family room. The kitchen is la...
14 Hamill Drive
Winchester, Connecticut 06098
$240,000 | Active
3 Beds | 2 Baths | 1888 Sqft | 0.41 Acres | 12 Days on Market
Property Type: Single Family For Sale
Welcome to this single family home nestled at the end of a peaceful cul-de-sac. Featuring 3 spacious bedrooms and a full bathroom on the main lever, and a cozy lower-level family room complete with a half bath and ample storage. This home has both comfort and functionality....
86 Strong Terrace
Winchester, Connecticut 06098
$287,700 | Under Contract - Continue
5 Beds | 2 Baths | 1646 Sqft | 0.43 Acres | 52 Days on Market
Property Type: Single Family For Sale
Lovely 4-5 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 Carriage house st...
113 Preston Road
Winchester, Connecticut 06098
$324,999 | Under Contract - Continue
2 Beds | 2 Baths | 1566 Sqft | 6.04 Acres | 28 Days on Market
Property Type: Single Family For Sale
This 1,566 sq. ft. cape log home sits on a mostly wooded 6.04 acre lot. The home consists of 2 bedroom, 2 bath, an open living/kitchen concept, primary suite, great closet space, laundry on the main level as well as a bonus room. Kitchen appliances included along with laundry set...
86 Maple Street
Winchester, Connecticut 06098
$274,999 | Under Contract - Continue
4 Beds | 2 Baths | 1428 Sqft | 0.24 Acres | 75 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 ...
538 Wheelers Point
Winchester, Connecticut 06098
$1,855,000 | Active
4 Beds | 3 Baths | 2496 Sqft | 0.7 Acres | 102 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...
19 Cottage Street
Winchester, Connecticut 06098
$399,999 | Under Contract
4 Beds | 4 Baths | 2674 Sqft | 0.32 Acres | 96 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...
116 Ashley Road
Winchester, Connecticut 06058
$349,900 | Active
3 Beds | 1 Baths | 1491 Sqft | 13 Acres | 118 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...
111 Riverton Road
Winchester, Connecticut 06098
$199,900 | Active
2 Beds | 2 Baths | 1204 Sqft | 0 Acres | 38 Days on Market
Property Type: Condo/Co-Op For Sale
Two bedroom, 1 & 1/2 bath end unit Townhouse with wood floors throughout, living room with fireplace and sliders to deck, primary bedroom with walk in closet, deck has just been painted, Spacious 2 car garage. Unit has lower-level laundry room with entry into garage. Great space ...
47 Orchard Street
Winchester, Connecticut 06098
$449,000 | Active
4 Beds | 2 Baths | 1818 Sqft | 0.72 Acres | 55 Days on Market
Property Type: Single Family For Sale
Renovated to 4 Bedroom and 3 Full-bath home with 2028 SQFT, this stunning Colonial on Private Road a short walk to Highland Lake. This newly remodeled 1875 home seamlessly blends historic charm with modern amenities. Inside discover a spacious floor plan offering an abundance of ...
77 Hubbard Street
Winchester, Connecticut 06098
$299,900 | Under Contract
6 Beds | 2 Baths | 2699 Sqft | 0.28 Acres | 33 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...
220 Gilbert Avenue
Winchester, Connecticut 06098
$364,900 | Under Contract
4 Beds | 2 Baths | 2176 Sqft | 0.25 Acres | 77 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...
36 Whiting Street
Winchester, Connecticut 06098
$189,000 | Active
3 Beds | 3 Baths | 1608 Sqft | 0.22 Acres | 216 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...
175 Main Street
Winchester, Connecticut 06098
$995,000 | Active
14 Beds | 7 Baths | 4860 Sqft | 0.13 Acres | 170 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 | 77 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...
119 West Wakefield Boulevard
Winchester, Connecticut 06098
$859,900 | Active
4 Beds | 2 Baths | 1781 Sqft | 0.62 Acres | 152 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 | 152 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...
10 Hamill Drive
Winchester, Connecticut 06098
$399,900 | Active
3 Beds | 2 Baths | 1476 Sqft | 0.33 Acres | 112 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...
441 Platt Hill Road
Winchester, Connecticut 06098
$650,000 | Active
5 Beds | 3 Baths | 3404 Sqft | 2.09 Acres | 145 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...
431 West Wakefield Boulevard
Winchester, Connecticut 06098
$2,800,000 | Active
9 Beds | 6 Baths | 7000 Sqft | 1.9 Acres | 138 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 | 161 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 | 215 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...
18-4A Taylor Brook Road
Winchester, Connecticut 06098
$650,000 | Active
3 Beds | 3 Baths | 2135 Sqft | 3.46 Acres | 702 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...