Winsted, CT Homes for Sale with Acreage

/39
$399,000
- 3 Beds
- 1.5 Baths
- 1,969 Sq Ft
208 Spencer Hill Rd, Winsted, CT 06098

Discover this beautifully maintained 3-bedroom, 1.5-bath Colonial set on a level one-acre lot less than two miles from town. This home has been thoughtfully updated over the years and is truly move-in ready. Enjoy a spacious living room and family room, each featuring a cozy fireplace-perfect for New England seasons. The updated kitchen offers modern appliances and a bright, comfortable

David Sartirana

Northwest CT Realty

(860) 431-6356

208 Spencer Hill Rd, Winsted, CT 06098
Explore Winsted
/2
$29,000
- Land
- 1.88 Acres
- $15,426 per Acre
52 White St, Winsted, CT 06098

Discover the possibilities with this 1.8-acre parcel located on a peaceful in-town street. The property offers a convenient location close to town amenities while maintaining a quiet, private setting. Public water and sewer are available in the street, though not currently connected to the property. While the land is developable, the seller will retain easements for drainage and access to

David Sartirana

Northwest CT Realty

(860) 856-5386

52 White St, Winsted, CT 06098
/36
$499,000
- 3 Beds
- 2 Baths
- 2,167 Sq Ft
197 Spencer Hill Rd, Winsted, CT 06098

Discover the charm of this spacious contemporary Cape, set on a peaceful one-acre lot in a desirable rural neighborhood. Offering over 3,000 square feet of living space, this well-maintained home provides a flexible layout ideal for today's lifestyle. The main level features a formal living room, dining room, updated kitchen, den, sunroom with fireplace and hot tub, full bath, and convenient

David Sartirana

Northwest CT Realty

(860) 419-0914

197 Spencer Hill Rd, Winsted, CT 06098
/24
$365,000
- 3 Beds
- 2.5 Baths
- 2,356 Sq Ft
95 Nalette Dr, Winsted, CT 06098

Stunning Contemporary Home on a Quiet Corner Lot. This unique home offers a beautifully updated open floor plan that seamlessly blends the kitchen, dining, and living areas-perfect for modern living and entertaining. The kitchen features granite countertops, ample cabinetry, stainless steel appliances, and great flow into the main living space. The first floor includes a refinished half bathroom

Jennifer Mitchell Northwest CT Realty

95 Nalette Dr, Winsted, CT 06098
/40
$419,000
- 4 Beds
- 1.5 Baths
- 2,365 Sq Ft
187 Torringford St, Winsted, CT 06098

Welcome to 187 Torringford Rd! Set on a beautiful 4-acre lot, this spacious 4-bedroom home offers the perfect blend of natural light, character, and country living. Step inside through the mudroom, also serving as a convenient laundry area, and head up to a charming loft that overlooks the bright, window filled kitchen. The kitchen features an abundance of natural light and provides a warm,

Jessica Washington William Raveis Real Estate

187 Torringford St, Winsted, CT 06098
/37
$500,000
- 4 Beds
- 2.5 Baths
- 3,416 Sq Ft
440 Platt Hill Rd, Winsted, CT 06098

Distinctive Country Estate with Two Homes on 9.6 Rolling Acres Set amid 9.6 picturesque country acres, this unique property offers two homes and endless potential. The stone and stucco main residence features eight spacious rooms, including four bedrooms and four fireplaces, blending classic character with old-world charm. Rolling open land and mature trees surround the home, providing an ideal

David D'Amore Northwest CT Realty

440 Platt Hill Rd, Winsted, CT 06098
/8
$389,000
- Land
- 20.87 Acres
- $18,639 per Acre
7 Stadler Heights, Winsted, CT 06098

Welcome, You be the first, to come and conquer this land here in Winchester, Connecticut. There are 20.87 acres of virgin land. Come and build, do what you do best, you can have Peace and Privacy!!! There are no sidewalks, no streets that drive through. You are 40 minutes from multiple private schools. 16 minutes from Charlotte Hungerford Hospital. 1 hour from Tweed Airport New Haven. 39

Hector Ortiz KW Legacy Partners

7 Stadler Heights, Winsted, CT 06098
/13
$649,900
- Land
- 41.23 Acres
- $15,763 per Acre
115 Old Robertsville Rd, Winsted, CT 06098

Development Opportunity! 41.23 Acres with Historic Home & Barn - Subdivision Possible Rare chance to own a prime 41.23-acre parcel in New England with an 1800 Antique Colonial Farmhouse and classic English/New England hybrid barn. The land may be subdividable and is located near the highly desirable Riverwalk Condominiums, making it ideal for new condo development (subject to approvals). The home

Jared Tedesco Litchfield County Real Estate

115 Old Robertsville Rd, Winsted, CT 06098
/39
$920,000
- 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
/34
$749,900
- 7 Beds
- 3 Baths
- 3,486 Sq Ft
39 S Main St, Winsted, CT 06098

THREE PROPERTIES ONE PRICE!!! Includes single family, multi family & additional lot totaling 4.36 acres. 1. 3500 sq ft 2 family home featuring 1800's 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, freshly updated. Brand new whole house natural gas

RYAN HORVAY Smith & DeGroat Real Estate

39 S Main St, Winsted, CT 06098
/40
$2,199,000
- 9 Beds
- 5.5 Baths
- 7,000 Sq Ft
431 W Wakefield Blvd, Winsted, CT 06098

LOCAL NEWS JUST ANNOUNCED THAT WINSTED WAS 1 OF THE MOST DESIRABLE TOWNS TO LIVE WITH EMPHASIS ON BEAUTIFUL HIGHLAND LAKE. 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

Lisa Ogren Berkshire Hathaway NE Prop.

431 W Wakefield Blvd, Winsted, CT 06098
/5
$295,000
- Land
- 51 Acres
- $5,784 per Acre
393 Winchester Rd, Winsted, CT 06098

WINCHESTER CREST 51 acres of forested gently rolling land sited upland in Winchester Center. There is a former homesite and multiple choices for additional homesites affording complete privacy. There is abundant wildlife, trails, intermittent streams, dense and sparse forest. Perfect for year round home site, weekend retreat or recreational land.

Tom McGowan Elyse Harney Real Estate

393 Winchester Rd, Winsted, CT 06098
/2
$69,000
- Land
- 2 Acres
- $34,500 per Acre
503 N Main St, Winsted, CT 06098

Prime Building Lot Near Downtown & Highland Lake-Discover the perfect setting for your dream home on this 2 acre lot at 503 N Main Street. The Property has over 500' of road frontage, permitted uses include; accessory residential uses, family day care home, farm, seasonal cottages, single family dwelling. The property offers a peaceful atmosphere while maintaining easy access to downtown

Charles Albertario William Raveis Real Estate

503 N Main St, Winsted, CT 06098

Connecticut Litchfield County Winsted

Home Trends in Winsted, CT

On average, homes in Winsted, CT sell after 60 days on the market compared to the national average of 53 days. The median sale price for homes in Winsted, CT over the last 12 months is $284,000, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$284,000

Median Single Family Sale Price

$317,450

Median Townhouse Sale Price

$157,500

Median 2 Bedroom Sale Price

$198,000

Median 1 Bedroom Sale Price

$127,500

Average Price Per Sq Ft

$239

Number of Homes for Sale

Last 12 months Home Sales

116

Months of Supply

2.00

Median List Price

$290,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

In Winsted, there are currently 13 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Winsted, CT offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Winsted and discover the potential and freedom that comes with owning your own piece of property.

Winsted Types of Homes for Sale

Winsted Land for Sale

More About Living in Winsted

Homes in Nearby Neighborhoods

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