159 Losaw Rd, Winsted, CT 06098
Property image
Property image
OFF MARKET

$895,000

Last sold price
  • 4 Beds
  • 3.5 Baths
  • 3,401 sqft (on 11.53 acres)

159 Losaw Rd, Winsted, CT 06098

Currently Off Market - Sold Mar 2, 2021 for $895,000

Home Value

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Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
151 Losaw Road, Winsted, CT
0.14
Single-Family Home
$690,000
02/06/26
5
2.5
2,950
162 Spencer Hill Road, Winsted, CT
0.53
Single-Family Home
$650,000
06/12/26
3
2.5
2,144
184 Smith Hill Road, Winsted, CT
1.21
Single-Family Home
$765,000
08/04/26
3
2.5
4,387
155 Spencer Hill Rd, Winsted, CT
0.40
Single-Family Home
$329,000
07/06/26
3
2
1,726
197 Spencer Hill Road, Winsted, CT
0.66
Single-Family Home
$475,000
02/26/26
3
2
2,167
208 Spencer Hill Road, Winsted, CT
0.68
Single-Family Home
$385,000
01/22/26
3
1.5
1,969
135 Smith Hill Rd, Winsted, CT
1.07
Single-Family Home
$200,000
05/08/26
2
3
1,240
212 Spencer Hill Road, Winsted, CT
0.70
Single-Family Home
$360,000
07/17/26
2
1.5
1,440
147 Smith Hill Road, Winsted, CT
1.17
Single-Family Home
$362,000
11/18/25
4
2
1,910
52 Bricklemaier Road, Colebrook, CT
1.36
Single-Family Home
$360,000
11/19/25
3
2
1,304

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
151 Losaw Road, Winsted, CT 06098
0.14
$690,000
5
2.5
2,950
Recently Sold
123 Losaw Road, Winsted, CT 06098
0.24
$702,700
3
2.5
3,425
Off Market
136 Losaw Road, Winsted, CT 06098
0.38
$439,900
4
2
1,977
For Sale
141 Spencer Hill Road, Winsted, CT 06098
0.53
$393,400
4
2
2,141
Off Market
162 Spencer Hill Road, Winsted, CT 06098
0.53
$650,000
3
2.5
2,144
Recently Sold
144 Marshall Street, Winsted, CT 06098
0.57
$573,400
3
2
1,744
Off Market
193 Spencer Hill Road, Winsted, CT 06098
0.58
$399,600
4
2.5
2,313
Off Market
109 Marshall Street, Winsted, CT 06098
0.63
$96,800
3
1
936
Off Market
180 Spencer Hill Road, Winsted, CT 06098
0.62
$722,800
3
2.5
2,986
Off Market
197 Spencer Hill Road, Winsted, CT 06098
0.66
$475,000
3
2
2,167
Recently Sold
146 Spencer Hill Road, Winsted, CT 06098
0.70
$580,200
5
4
3,204
Off Market
208 Spencer Hill Road, Winsted, CT 06098
0.68
$385,000
3
1.5
1,969
Recently Sold

Local Information

  • Map ViewExplore the area around 159 Losaw Rd.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2004
11.53 acre lot
3,401 sqft
Garage

About this House

"TRANQUIL ACRES" appropriately named for this one owner custom built ten room Farmhouse Colonial. Privately set on 11.53 acres on a country road bordering the Winchester/Colebrook line. This residence consists of 3-4 bedrooms, 3.5 baths, an attached three car over sized heated garage, 18x36 inground heated pool as well as a 32X44 carriage barn with lighted cupola and adds just the right amount of country style to modern family life.The chef of the family will be impressed with the well prepped kitchen which offers custom cabinetry, granite counters, travertine back splash, under and upper cabinet lighting, propane cook top, double ovens, ss refrigerator, dishwasher, a breakfast counter and a walk in pantry. The kitchen's casual dining area is adjacent to a delightful sun room that overlooks the pool and grounds. The two story great room boasts a handcrafted floor to ceiling stone fireplace flanked by custom built cabinetry, custom glass sliders to the rear mahogany porch, terrace and pool. The master bedroom en suite is located on the first floor and quietly tucked away with no bedrooms above and features hardwood floors, a tray ceiling, a full view door leading to the rear mahogany porch and two walk in closets. The master bathroom has a heated tiled floor, a whirlpool tub and glass shower. Both the dining and living room have french doors leading out to the spacious front mahogany porch.Sit back and relax on the front porch and take in the sounds of nature and the beautiful  morning sun while having your coffee or relax in the rocking chairs. The upper level consists of two additional bedrooms, two full baths and a beautiful home office which overlooks the pool and back yard. There is bonus room space over the garage (not included in square footage). The inground heated pool was strategically designed to receive full sun all day and in the evening you get to take in a beautiful sunset beyond pool and carriage barn. The 32X44 carriage barn is attractive and compliments the main house with shiplapped knotty pine, a slate colored concrete floor, a second floor storage area and a beautifully lighted cupola set on a timer. It has plenty of space for the car collector, man cave, entertainer or hobbyist. Views of the mountains and the sunsets are spectacular. The grounds are landscaped with lush green box woods and several perennial gardens. Beautiful stone pillars and lamp posts line driveway - this meticulous home is totally private and surrounded by nature. Central Air, Andersen 400 series windows, automatic generator, alarm systems, infra-red sauna. A secluded horse farm on road for boarding or lessons. A 5 minute drive to beautiful Highland Lake - a resort lake, where you can rent a dock slip or boat and enjoy our beautiful clean lake. 2 Hrs. to NYC and Boston, 15 min. to Litchfield, 30 min. to Bradley International Airport, 40 min. to Great Barrington, MA. Wonderful restaurants, ski areas, theaters, farmers markets, state forests, hiking trails, parks, Yale School of Music & Art and shopping nearby.
159 Losaw Rd, Winsted, CT 06098 is a 4 bedroom, 4 bathroom, 3,401 sqft single-family home built in 2004. It last sold for $895,000 on Mar 2, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $5,389/month.

Home Details for 159 Losaw Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 10
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodGardenPatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 11.53 acres

Price and Tax history

DateEventPrice
Mar 2, 2021
Source: Smart MLS #170294103
Sold
$895,000
Jan 16, 2021
Source: Agent Provided
Pending
$949,000
Jan 15, 2021
Source: Smart MLS #170294103
Contingent
$949,000
Dec 30, 2020
Source: Agent Provided
Listed For Sale
$949,000
Jul 24, 2003
Source: N/A
Sold
$70,000

Market trends in Winchester

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
9
1MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winchester

At least 4 Trulia users voted on each feature.

  • 100 % Say people would walk alone at night

  • 89 % Say parking is easy

  • 80 % Say car is needed

  • 78 % Say it's quiet

  • 70 % Say yards are well-kept

  • 67 % Say there's wildlife

  • 64 % Say there's holiday spirit

  • 50 % Say it's dog friendly

  • 40 % Say it's walkable to grocery stores

  • 38 % Say neighbors are friendly

  • 36 % Say kids play outside

  • 33 % Say they plan to stay for at least 5 years

  • 33 % Say streets are well-lit

  • 33 % Say there are community events

  • 29 % Say it's walkable to restaurants

  • 11 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Carrie P.
    "The homes have big, spacious yards, and most people are dog owners. There is not a lot of traffic on the street."
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Frequently asked questions about 159 Losaw Rd

  • What is the price history for 159 Losaw Rd?
    159 Losaw Rd in Winsted, CT last sold for $895,000 in March 2021.
  • Is Winsted a buyer's or seller's market?
    Winsted is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 159 Losaw Rd?
    The closest schools to 159 Losaw Rd in Winsted, CT are Mary P. Hinsdale School (Pre-K/Elementary), Pearson Middle School (Elementary, rated 6/10).
  • Does 159 Losaw Rd have air conditioning?
    Yes, 159 Losaw Rd in Winsted, CT has air conditioning.
  • Does 159 Losaw Rd have a pool?
    Yes, 159 Losaw Rd in Winsted, CT has a pool.
  • How big is the lot at 159 Losaw Rd?
    The lot at 159 Losaw Rd in Winsted, CT is about 11.5 acres.

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