Friday Front Porch Feature: A Home Fit for a CaptainBy Breanna Steele, iBerkshires Staff
05:50PM / Friday, November 07, 2025 | |
 This 1932 four-bedroom colonial on Lexington Parkway in Pittsfield has had several updates in the past few years. |
PITTSFIELD, Mass. — Are you looking for a family home bathed in sunlight? Then this is the one for you.
Our Friday Front Porch is a weekly feature spotlighting attractive homes for sale in Berkshire County. This week, we are showcasing 39 Lexington Parkway.
This 1932 four-bedroom, three bathroom home is 2,574 square feet with 0.2 acres. The asking price was recently reduced to $559,000.
The house comes with a dishwasher and refrigerator. The kitchen features a coffee bar and breakfast nook. The living room has floor-to-ceiling windows with a door to a private deck and fenced yard. The house also comes with a detached garage.
We spoke to real estate brokers Molly Gillon and Tracy Crawford of the Berkshire Property Agents Team at Compass.
What do you think makes this property stand out in the current market?
In today's market, this home truly distinguishes itself by being completely move-in ready, with thoughtful and timeless upgrades throughout. It exudes an understated elegance with every improvement carefully selected to stand the test of time. Nestled along one of the beautiful Parkways in one of southeast Pittsfield's most sought-after neighborhoods, it offers both sophistication and comfort. Simply pack your bags and settle in.
What was your first impression when you walked into the home?
From the moment you step inside, the home immediately feels welcoming, it simply feels like home. There's an undeniable sense of calm that settles in as you enter, the kind that only comes from a space that has been thoughtfully maintained and lovingly cared for over the years. Every home carries its own energy, and this one radiates warmth and comfort.
Do you know any unique stories about the home or its history?
One of the home's most endearing details is a small gold plaque above the second-floor office door that reads "Captain's Quarters." It's a nod to a previous owner who served as a ship captain on the Great Lakes. We love to imagine him charting his course right there in that very room, the plaque is a quiet reminder of the home's storied past. Another former owner's daughter was even married on the steps leading to the great room, adding yet another layer of family history.
Are there any recent renovations or standout design features?
With over 2,500 square feet of beautifully finished living space, this home is far more expansive than it appears, offering a thoughtful balance of original character and modern refinement. A freshly painted exterior, new Goshen stone walkway, and lush landscaping create an inviting first impression.
Inside, the newly renovated kitchen (2021) showcases timeless design with soapstone countertops, subway tile, a gas stove, coffee bar, and cozy breakfast nook. The formal living room with fireplace opens to a charming sun porch or office, while the light-filled family room extends to a private deck and fenced yard, an ideal space for relaxing or entertaining.
Upstairs, you'll find three spacious bedrooms and a beautifully updated full bath, along with a serene primary suite featuring a luxurious new en-suite bath (2023). Additional updates include a rebuilt chimney (2024), new deck (2024), new garage door (2025), and new front storm door (2025). The home is efficiently designed with five heating zones, blending comfort, craftsmanship, and care in every detail.
What do the current owners love about this house?
Perched at the rise of Lexington Parkway, the home is perfectly positioned to capture natural light from dawn to dusk. The owners love waking to the gentle morning sun streaming through the oversized windows of the primary suite, a serene start to each day. As evening approaches, the home is bathed in the golden glow of sunset, with the west-facing rooms illuminated in warm, radiant light during the "golden hour."
They love and appreciate the great room's soaring ceilings, which add a sense of openness and sophistication. During the holidays, the space transforms beautifully — easily accommodating a 9-foot Christmas tree and creating a warm, inviting centerpiece for gatherings throughout the season.
What would you say to a buyer trying to imagine life in this space?
Life in this home invites you to embrace the charm of the neighborhood, "walking the Parkways" is a beloved local pastime, offering a peaceful way to enjoy the tree-lined streets, while the nearby Herberg Middle School courts provide opportunities for a friendly game of pickleball or tennis. The current owners have especially loved exploring the neighborhood with their golden retriever, Gus.
You can find out more about this house on its listing here.
*Front Porch Feature brings you an exclusive to some of the houses listed on our real estate page every week. Here we take a bit of a deeper dive into a certain house for sale and ask questions so you don't have to.
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