42 Oaklawn Drive

Off Market

42 Oaklawn Drive

Litchfield County CT 06063

4962 sq. ft.

3.49 ac.

Single-Family

Last sold for $910,000

Annie Simard, last sold this property on 31 August 2026 after 32 days on market.

Overview

Tucked away at the end of a quiet cul-de-sac on 3.49 beautifully landscaped acres, this extraordinary custom-built ranch is where timeless craftsmanship meets everyday luxury. Offering nearly 5,000 square feet of thoughtfully designed living space, this home was built with uncompromising quality and showcases exceptional architectural detail throughout. From the moment you step inside, you'll appreciate the soaring cathedral ceilings, elegant crown moldings, custom built-ins, and walls of Marvin windows that flood the home with natural light while framing picturesque views from every room. The expansive great room is the heart of the home, anchored by a stunning fireplace and designed for effortless entertaining. A beautifully appointed kitchen offers abundant workspace, quality cabinetry, and an open flow into the main living areas, while formal and casual spaces provide the perfect balance for both everyday living and special occasions. The spacious floor plan includes four generously sized bedrooms, three full baths, and a half bath, highlighted by a luxurious primary suite that offers privacy and comfort. The walk-out lower level expands the living space with endless possibilities for a recreation room, home gym, media room, or multigenerational living. An oversized three-car garage, central air, zoned heating, central vacuum, generator-ready systems, and quality finishes throughout reflect the meticulous care and pride of ownership found in every corner of this home.

Features

4 bedrooms

4 bathrooms

3 carspaces

3 garage spaces

4962 sq. ft. floor area

3.49 ac. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Litchfield County over the last 12 months, the estimated median property value of 42 Oaklawn Drive is $740k.

Median value

$740k

Estimated value range

$299k - $1.05m

Median days on market

Estimated value trend

18%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Litchfield County. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 42 Oaklawn Drive

2026

Sold

$910,000

31 Aug 2026 by Annie Simard, of LPT Realty, LLC

2024

Sold

$750,000

09 Jan 2024 by Catherine McCahill, of William Pitt Sotheby's Int'l

Happy sellers in Litchfield County

We have insufficient information to provide an overview of customer satisfaction for Litchfield County. Viewing the agent profiles, reviews and sales for Litchfield County can provide insights for this location.

Local market activity for 4 bedroom single-family properties in Litchfield County

In the last 12 months, 6 four-bedroom single-family properties similar to 42 Oaklawn Drive, have been sold.

This represents a 13% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Litchfield County for a market analysis.

Ken Demirs

at Regency Real Estate, LLC

(76 reviews)

Get a market analysis

Scott Holmes

at William Pitt Sotheby's Int'l

Get a market analysis

Jennifer Roller

at William Pitt Sotheby's International Realty

Get a market analysis

Sharon Chase

at The Washington Agency

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Litchfield County

Ken Demirs

Sellers who recommend Ken Demirs have praised them for being local expert, clear communication, responsive, reliable, dedicated, patient, and supportive