73

Winchester Center, CT Homes for Sale

Section Image Section Image
  • /39

    $559,999

    • 3 Beds
    • 2 Baths
    • 1,744 Sq Ft

    144 Marshall St, Winsted, CT 06098

    Welcome to your own private paradise! Nestled on an incredible 55 acres, this one-of-a-kind property offers peace, privacy, and the perfect blend of comfort and outdoor adventure. Featuring a ranch-style layout with 3 bedrooms and 2 full baths, this home is ideal for easy one-level living. Step inside to find hardwood floors throughout and three cozy fireplaces that bring warmth and character to

    Agent Photo

    Monica Palmerie

    RE/MAX RISE

    (860) 532-1905

    144 Marshall St, Winsted, CT 06098
  • /40

    $529,000

    • 3 Beds
    • 1.5 Baths
    • 2,280 Sq Ft

    14 Rue Nicole, Barkhamsted, CT 06063

    This is it! Experience Timeless Charm and Panoramic Views in Barkhamsted, Connecticut Nestled on a quiet cul-de-sac in the heart of scenic Barkhamsted, this stately Dutch Colonial offers unmatched privacy, character, and rural charm. A long private driveway leads you to a peaceful retreat where stunning sunrises and star-filled skies await. Crafted with quality and care, this home showcases

    Stephen Simard Real Broker CT, LLC

    14 Rue Nicole, Barkhamsted, CT 06063
  • /40

    $673,000

    • 3 Beds
    • 2.5 Baths
    • 2,383 Sq Ft

    16 Pioneer Dr, New Hartford, CT 06057

    Contemporary Living Just Steps from the Beach! Nestled on a peaceful cul-de-sac, just a 5-minute stroll from a serene private beach, this sunny and meticulously maintained contemporary home offers a perfect blend of comfort, charm. With beach rights ($350/year), you'll enjoy access to the lake, picnic tables, and a dock - ideal for summer memories. As you arrive, a charming patio adorned with

    Penelope Woodford Coldwell Banker Realty

    16 Pioneer Dr, New Hartford, CT 06057
  • /40

    $1,595,000

    • 5 Beds
    • 2 Baths
    • 3,693 Sq Ft

    424 E Wakefield Blvd, Winsted, CT 06098

    Stunning Lakehouse! Victorian charm! One of the earliest Highland Lake homes with extensive custom upgrades and quality renovation. A true lakefront sanctuary offering spacious living areas, extensive outdoor living areas and wide open lake views offering South and West exposure for incredible sunsets. Lakefront dock system with hydraulic boat lift, Recently renovated kitchen /dining with newer

    KAREN NEWTON William Pitt Sotheby's Int'l

    424 E Wakefield Blvd, Winsted, CT 06098
  • /38

    $499,999 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    27 Pleasant Valley Rd, Barkhamsted, CT 06063

    Experience the Perfect Blend of Elegance and Nature in This Country Retreat. Step into this stunning home, where modern luxury meets the tranquility of the great outdoors. The original c.1800's home was moved in 1935 from Barkhamsted Hollow to its final home on Pleasant Valley Rd. From the moment you enter, you'll be captivated by the open floor plan and thoughtful design that make this home a

    Suzie Larson Turning Point Realty, LLC

    27 Pleasant Valley Rd, Barkhamsted, CT 06063
  • /39

    $968,000

    • 3 Beds
    • 3 Baths
    • 2,113 Sq Ft

    112 Shore Dr, Winsted, CT 06098

    Live like you're on vacation every day! This beautifully updated lakefront home sits directly on the water in Highland Lake's first Bay, offering a level backyard & a private dock just steps from your door. With 50+ feet of direct waterfront and a fenced, low-maintenance yard, this charming year-round home is the perfect blend of comfort, style, & lakefront living. The interior boasts an open

    Nancy Reardon Berkshire Hathaway NE Prop.

    112 Shore Dr, Winsted, CT 06098
  • /35

    $499,000

    • 3 Beds
    • 3 Baths
    • 2,747 Sq Ft

    117 South Rd, Winsted, CT 06098

    Nestled in a peaceful rural setting of Winchester Center, this charming home offers a perfect blend of rustic character and modern convenience. The property is located on over 3.3 acres of land and is adjacent to a scenic pond. Inside you will find a three bedroom two bath home with an additional in law apartment with one full bath and one bedroom and its own private entrance. The home also

    Christina Niziolek William Raveis Real Estate

    117 South Rd, Winsted, CT 06098
  • /40

    $829,000

    • 5 Beds
    • 4.5 Baths
    • 3,753 Sq Ft

    446 Cedar Ln, New Hartford, CT 06057

    Welcome to this classic Colonial, custom-built in 2004 by its original owner and thoughtfully designed for functionality and timeless elegance. Set on 3.73 peaceful acres along a picturesque country road lined with equally stunning homes, this 5-bdrm, 4.5-bath home offers the perfect blend of privacy and comfort. Step inside the grand foyer and take in the inviting natural light and warm hardwood

    Kim Trumbull William Raveis Real Estate

    446 Cedar Ln, New Hartford, CT 06057
  • /39

    $995,000

    • 4 Beds
    • 2 Baths
    • 3,088 Sq Ft

    469 Platt Hill Rd, Winsted, CT 06098

    HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Customer, whether You're an ANTIQUARIAN, HORSE & ANIMAL LOVER, or just seeking for a PEACEFUL & TRANQUIL LOCATION, this LITCHFIELD COUNTY HOME could possibly fit your Criteria. Stately 1789 11 Room 3,088 Sq. Ft. Colonial expresses Love, Warmth & Care. From the Solid Beams, Chestnut Wide-Board Floors,

    Marshall Cohen Cohen Agency

    469 Platt Hill Rd, Winsted, CT 06098
  • /35

    $849,900

    • 4 Beds
    • 2 Baths
    • 1,781 Sq Ft

    119 W Wakefield Blvd, Winsted, CT 06098

    Have you been dreaming of breathtaking lake views and a property that is truly special, unique, and turn-key? This exceptional home includes 50 feet of waterfront access with a boat dock and lift, making it a dream for lake enthusiasts! Nestled across from the tranquil First Bay, this beautifully renovated two-family home can be enjoyed as a single-family retreat or an income-generating

    Mela Veltri Case KW Legacy Partners

    119 W Wakefield Blvd, Winsted, CT 06098
  • /37

    $525,000

    • 5 Beds
    • 4 Baths
    • 5,016 Sq Ft

    55 Walnut St, Winsted, CT 06098

    Timeless Victorian with Endless Possibilities.Step into a piece of history with this stunning Victorian property, a landmark in the community and home to The Maloney Funeral Home since the early 1900's. Nestled in the TCR Zone, this versatile building offers a wealth of potential. The TCR Zone allows for accessory residential uses, community centers, family day care homes, single-family

    David Sartirana Northwest CT Realty

    55 Walnut St, Winsted, CT 06098
  • /3

    $675,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft

    45 Eddy Rd, Barkhamsted, CT 06063

    New construction on private rear parcel to be subdivided from a larger parcel. Ranch style home with 3 bedrooms 2 full baths.Design changes and finish pick outs are currently available.

    Tracy Gallagher Coldwell Banker Realty

    45 Eddy Rd, Barkhamsted, CT 06063
  • /4

    $725,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    45 Eddy Rd, Barkhamsted, CT 06063

    Discover the perfect blend of luxury and nature with this expansive land parcel, ready for your dream home! To be approved new construction with endless possibilities, including options for a custom horse barn or a versatile workshop. Imagine the potential for a sparkling pool or simply revel in the serene natural surroundings. Your ideal lifestyle awaits!

    Tracy Gallagher Coldwell Banker Realty

    45 Eddy Rd, Barkhamsted, CT 06063
  • /40

    $549,900 Open Sun 1PM - 3PM

    • 5 Beds
    • 3 Baths
    • 3,446 Sq Ft

    89 Goose Green Rd, Barkhamsted, CT 06063

    This Lovingly Renovated 5BR Pleasant Valley Contempt/ Cape is a Country Zen Retreat surrounded by Nature. Set back by a long tree-lined drive this 5BR-3Bath home offers over 3000 sq ft of flexible living space on a beautifully landscaped lot. New engineered HW floors span the 1st flr. complemented by tastefully upgraded kit. & bathrooms. This home's modular layout allows for multiple living

    Mary New Berkshire Hathaway NE Prop.

    89 Goose Green Rd, Barkhamsted, CT 06063
  • /40

    $229,900

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    26 Evergreen Rd, Torrington, CT 06790

    Welcome to your new low maintenance lifestyle! This open floor plan Treetop model Townhouse style end unit condo abutting a State forest will have you feeling that you're on vacation year round! Main level features kitchen with island and dining area, half bath, utility room, split A/C/heat pump & sunken living room with new sliders to the terrace overlooking peaceful woods in a tranquil setting.

    Dawn Rousseau Showcase Realty, Inc.

    26 Evergreen Rd, Torrington, CT 06790
  • /24

    $229,900

    • 5 Beds
    • 1.5 Baths
    • 2,310 Sq Ft

    30 Mountain Ave, Winsted, CT 06098

    Not afraid of some peeling paint or rotting wood? This is the house for you! 30 Mountain Ave with 5 beds, 1.5 baths is your opportunity to bring a vision to life. Located in a welcoming neighborhood, it offers a generous layout ready for customization and renovation. Whether you're a seasoned investor or a first-time buyer with a knack for design, this home has the bones to become something

    Derek Greene Derek Greene

    30 Mountain Ave, Winsted, CT 06098
  • /23

    $349,000

    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    278 Colebrook River Rd, Colebrook, CT 06021

    A nature lovers dream! Nestled on nearly 6 acres, this charming cottage offers comfortable single-level living. The bright living room, complete with a cozy fireplace and hardwood floors. The adjacent dining room features two large windows that fill the space with natural light. The kitchen is both practical and stylish, with tile flooring and a tile backsplash. Two bedrooms with hardwood floors

    Matthew Streaman RE/MAX Right Choice

    278 Colebrook River Rd, Colebrook, CT 06021
  • /30

    $335,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,287 Sq Ft

    50 Manchester Heights, Winsted, CT 06098

    Charming Country Cape with Cottagecore appeal on just over an acre of land and situated on a culd-de-sac. Located off the beaten path in the quiet hills of Winchester, this storybook Cape-style home offers the perfect blend of rustic charm and modern comfort. Convenient to Route 8 and just minutes to town amenities. Enjoy the natural beauty surrounding the property while relaxing on the deck and

    Lisa Bredice William Raveis Real Estate

    50 Manchester Heights, Winsted, CT 06098
  • /18

    $269,000

    • 2 Beds
    • 1 Bath
    • 674 Sq Ft

    343 W Wakefield Blvd, Winsted, CT 06098

    Your oasis awaits!!! Schedule your appointment today and come view this adorable Bungalow. There is so much potential to be made here. Bring your ideas and creativity as the seller is motivated, bring all offers!!!

    Patrick Precourt Dorrance Realty

    343 W Wakefield Blvd, Winsted, CT 06098
  • /15

    $259,900

    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft

    274 Cliffside Dr Unit 274, Torrington, CT 06790

    Welcome to 274 Cliffside Drive(Lakeridge). COMPLETELY remodeled unit. New Kitchen with stove , microwave, and dishwasher. Granite countertops. Open Floor plan. Skylights, Fireplace, and Vaulted Ceilings. New Flooring, Light Fixtures and paint throughout home. Two new FULL BATHS-walk in shower off Primary Bedroom. Large outdoor deck. The amenities include walking and hiking trails, indoor/outdoor

    David McDuff West View Properties, LLC

    274 Cliffside Dr Unit 274, Torrington, CT 06790
  • /24

    $289,900

    • 5 Beds
    • 1.5 Baths
    • 2,470 Sq Ft

    88 Strong Terrace, Winsted, CT 06098

    This solid 5-bedroom colonial in Winsted has been in the same hands for over 40 years and been well taken care of the whole time. With almost 2,500 square feet there's plenty of space for whatever you need, whether it's family, guests, or just room to spread out. Inside, you'll find large living and dining areas, good-sized bedrooms, and lots of natural light. If you're looking for space,

    Austin Brochu Sullivan Real Estate Inc

    88 Strong Terrace, Winsted, CT 06098
  • /14

    $199,900

    • 2 Beds
    • 1 Bath
    • 1,005 Sq Ft

    2 Dilliston Rd, Barkhamsted, CT 06063

    Tucked away in one of Connecticut's most pristine lake communities, this delightful 2-bedroom, 1-bath seasonal cottage offers the perfect getaway at West Hill Lake-known for its crystal-clear waters, peaceful setting, and tight-knit private association. The cottage blends rustic charm with modern comforts, featuring a cozy living area, a well-equipped kitchen, and a spacious porch-ideal for

    Melanie O'Donnell Berkshire Hathaway NE Prop.

    2 Dilliston Rd, Barkhamsted, CT 06063
  • /15

    $259,000

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    225 Ledge Dr, Torrington, CT 06790

    Hearthstone model in small cul-de-sac. Living room has field stone wood burning fireplace. The remodelled kitchen has hardwood flooring & stainless appliances. The primary bedroom has a vaulted ceiling and full bath. The finished attic is accessed from the primary and has multiple uses, i.e., office, yoga, play room, etc. Two other bedrooms share another full bathroom on this level. Deck has been

    MARY CLANCEY William Pitt Sotheby's Int'l

    225 Ledge Dr, Torrington, CT 06790
  • /4

    $250,000

    • Land
    • 16 Acres
    • $15,723 per Acre

    00 Chapel Rd, Winchester, CT 06098

    Look no further for A Very Private location to build your Dream Home?? On this Lot there is the Hilltop which can provide peace and solitude for your home or vacation retreat . Historical Winchester Center is deep with rich heritage and History of Winchester may be the place for you. The access to the Rear lot is though 151 Chapel Rd. property.

    Linda Ganem Borla & Associates Real Estate

    00 Chapel Rd, Winchester, CT 06098
  • /26

    $1,200,000

    • Land
    • 65 Acres
    • $18,380 per Acre

    257 Torringford St, Winchester, CT 06098

    65+ Acre Property with infrastructure and natural features. Spanning over 65 acres, this private property is accessed via a 5,000 foot driveway and features a mix of open space and wooded terrain. The land is bordered by historic stone walls on both sides, adding character and clear boundary lines. Bonus: 14x40 horse barn, ready for livestock or storage. 24x32 building on a concrete slab,

    Sabrina Janco Century 21 Bay-Mar Realty

    257 Torringford St, Winchester, CT 06098
  • /30

    $410,000

    • 3 Beds
    • 1 Bath
    • 1,430 Sq Ft

    88 Dutton Rd, New Hartford, CT 06057

    Charming Ranch in Scenic New Hartford, CT. Discover this delightful second-owner, three-bedroom, one-bathroom ranch tucked away on a peaceful back road in New Hartford, Connecticut. This property boasts a prime location on a no-through-traffic street, ensuring tranquility and privacy. Enter through the enclosed porch that connects the garage to the house, leading into a cozy, moderately-sized

    Suzie Larson Turning Point Realty, LLC

    88 Dutton Rd, New Hartford, CT 06057
  • /4

    $55,000

    • Land
    • 0.41 Acre
    • $134,146 per Acre

    130 Alpha Ave, Winsted, CT 06098

    Discover the Perfect Canvas for Your Dream Home in Winchester, Connecticut! This exceptional .41-acre parcel (owner reports closer to .5 ac) combines eight contiguous lots to create a prime opportunity for building your ideal residence. Nestled in the serene surroundings of the Highland Lake neighborhood, the property is lightly wooded with mature, straight-standing hardwoods and features a

    Suzie Larson Turning Point Realty, LLC

    130 Alpha Ave, Winsted, CT 06098
  • /2

    $39,900

    • Land
    • 0.92 Acre
    • $43,370 per Acre

    256 Colebrook Rd, Winchester Center, CT 06098

    Just under an acre of land and over 100 feet of road frontage available on Colebrook Road!

    Austin Brochu Sullivan Real Estate Inc

    256 Colebrook Rd, Winchester Center, CT 06098
  • /5

    $29,900

    • 3 Beds
    • 1 Bath
    • 945 Sq Ft

    353A Hayden Hill Rd, Torrington, CT 06790

    Affordable Housing property on 1.1 acres. There is a land lease to Torrington Affordable Homes (TAH). Buyer must be an owner occupant and must qualify by TAH income and credit guidelines found in MLS documents. No investor purchases are allowed. The house needs substantial work and is being sold as-is. No Cash offers. TAH is looking for a buyer to approve that will have a construction loan in

    Ted Zuk Homes Plus of Connecticut

    353A Hayden Hill Rd, Torrington, CT 06790
  • /40

    $499,000 Open Sat 1PM - 3PM

    • 6 Beds
    • 2 Baths
    • 4,114 Sq Ft

    2951 Winsted Rd, Torrington, CT 06790

    Minutes from Route 8 access, across from Sue Grossman Still River Walking Trail; down the hill from Burr Pond and Paugnut State Forest for hiking, boating and swimming, this corner property is located in the tiny section of Burrville. Affording a bucolic lifestyle to its owner/occupant or investor to manage, it is one of few properties Zoned Local Business. There is a beauty parlor tenant as well

    Travis Lipinski W. Raveis Lifestyles Realty

    2951 Winsted Rd, Torrington, CT 06790
  • /21

    $329,000

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft

    150 Mathew Rd, Winsted, CT 06098

    Highland Lake, 3 Bedroom, 2 Bath, well maintained home. Lake views, newer appliances, hardwood floors, move-in ready, lake rights. 6,500 watt whole house generator. 8x12 shed with power, 35 Amp out side outlet for camper, working chimney for wood stove on lower level, ASSUMABLE MORTGAGE!

    Josh Dionne Commercial Services Realty

    150 Mathew Rd, Winsted, CT 06098
  • /39

    $8,750,000

    • 5 Beds
    • 5 Baths
    • 8,240 Sq Ft

    841 Winchester Rd, Norfolk Historic District, CT 06058

    Gracefully nestled at water's edge among lofty pines on over 115 utterly private and unspoiled woodland acres, this breathtaking lakefront country home features five bedrooms and four-and-a-half bathrooms and over 8,000 sq ft of luxurious living space. With extraordinary craftsmanship and exceptional materials, this custom built contemporary residence harmoniously integrates with its natural

    Jennifer Leahy Compass Connecticut, LLC

    841 Winchester Rd, Norfolk Historic District, CT 06058
  • /5

    $1,350,000

    • Land
    • 125 Acres
    • $10,807 per Acre

    0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021

    Intriguing Litchfield County / Colebrook CT Location: Great Opportunity to Own this Surveyed 124.92 Acre Site. Excellent Visible Corner Location. Lightly Wooded with Good Road Frontage. Potential as a Commercial / Residential Development, Private Estate Style Compound, Agricultural Use. Put your imagination to work here. Includes an existing Golf Driving Range at the Corner of Route 44

    Marshall Cohen Cohen Agency

    0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021
  • /40

    $270,000

    • 4 Beds
    • 3.5 Baths
    • 2,284 Sq Ft

    226 Ledge Dr, Torrington, CT 06790

    4-bedroom Lookout model in excellent condition. End unit, easy access and with expanded deck. The enclosed double-sized mudroom has a tile floor and a skylight. It also has two storage closets. The main level has a family/living/dining room, kitchen & powder room. A wood burning fireplace anchors the living rm. The kitchen has white appliances and a breakfast counter. The second level has 2 guest

    MARY CLANCEY William Pitt Sotheby's Int'l

    226 Ledge Dr, Torrington, CT 06790
  • /40

    $340,000

    • 4 Beds
    • 3.5 Baths
    • 2,284 Sq Ft

    390 Trailsend Dr Unit 390, Torrington, CT 06790

    Welcome to 390 Trailsend Dr., a captivating end-unit townhome in the Lakeridge community, where resort-style living meets the beauty of nature. This bright and spacious 3-story "Lookout" model offers an open floor plan with vaulted ceilings, skylights, and hardwood floors. The updated kitchen features sleek granite countertops, stainless steel appliances, and crisp white cabinetry, all flowing

    Alexander Pepe William Raveis Real Estate

    390 Trailsend Dr Unit 390, Torrington, CT 06790
  • /3

    $225,000

    • Land
    • 0.23 Acre
    • $978,261 per Acre

    129 Shore Dr, Winsted, CT 06098

    A RARE OPPORTUNITY on HIGHLAND LAKE! This approved buildable lot is ready and waiting for you to build your dream! Lake life is a great life, make it yours!

    Annie Simard LPT Realty

    129 Shore Dr, Winsted, CT 06098
  • /9

    $739,900

    • Land
    • 93 Acres
    • $7,924 per Acre

    0 Old Robertsville Rd, Winchester, CT 06098

    Nestled along a peaceful country road near the Colebrook and Barkhamsted town lines, this breathtaking 93.38-acre parcel embodies the timeless charm of rural New England. Once part of a cherished family farm, the land offers a harmonious blend of rolling meadows, majestic forests, and the gentle, winding presence of the Still River, which meanders through a substantial portion of the property.

    David Sartirana Northwest CT Realty

    0 Old Robertsville Rd, Winchester, CT 06098
  • /19

    $230,000

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    39 Orchard St, Winsted, CT 06098

    Back on the market, buyer's financing fell through. Welcome to this beautifully updated 3-bedroom, 1.5-bath colonial in the heart of Winsted! This home seamlessly blends classic charm with modern conveniences, featuring a spacious layout, abundant natural light, and stylish updates throughout. The inviting living room offers a cozy atmosphere perfect for gatherings. The updated kitchen boasts

    Michael J Flaherty Jr Sullivan Real Estate Inc

    39 Orchard St, Winsted, CT 06098
  • /4

    $14,999

    • Land
    • 0.12 Acre
    • $124,992 per Acre

    320 White Oak Trail, Winchester, CT 06098

    Plot Of Land Valued at $32,060 Property ID #: 033 105C 044+45 Zoning: HL

    Dillon Cass eRealty Advisors, Inc.

    320 White Oak Trail, Winchester, CT 06098
  • /36

    $849,900

    • 4 Beds
    • 2 Baths
    • 1,781 Sq Ft

    119 W Wakefield Blvd, Winsted, CT 06098

    Have you been dreaming of breathtaking lake views and a property that is truly special, unique, and turn-key? This exceptional home includes 50 feet of waterfront access with a boat dock and lift, making it a dream for lake enthusiasts! Nestled across from the tranquil First Bay, this beautifully renovated two-family home can be enjoyed as a single-family retreat or an income-generating

    Mela Veltri Case KW Legacy Partners

    119 W Wakefield Blvd, Winsted, CT 06098

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What are the most popular zip codes in Winchester Center, CT?
The most popular zip codes in Winchester Center, CT include 06010, 06790, 01230, 06001 and 01085.
What are the most popular neighborhoods near Winchester Center, CT?
The most popular neighborhood near Winchester Center, CT is West Granby.
How to Buy a Home How to Finance a Home How to Sell a Home