Selling Our Multigenerational Home (update)

May 1st was the date.

It was circled. It was planned. It was the date I have been mentally counting down to since we made the call to sell this house!

And then… New England had other plans. 🫤

Here’s the thing about selling a house in Massachusetts in the spring: the weather doesn’t care about your timeline.

The driveway can’t be sealed when temps are still dipping below the threshold (literally a temperature requirement for the sealant to cure properly). And the garage floor epoxy, also a weather-dependent project, took a little longer than expected to fully set.

So, the listing is getting pushed back about a week.

And honestly? It’s ok. In the large scheme of things, it is what it is because when you’ve spent 8 years in a house and you know what it looks like at its absolute best, you wait for its absolute best. You just do. 😉

But Here’s What We HAVE Gotten Done

The house was fully renovated in 2023 and 2024, top to bottom but we’re now doing all prep, the kind of stuff that takes a house from “ready” to “stop-you-in-your-tracks.” And there has been a LOT of it.

Here’s what’s been crossed off the list:

• Every single building on the property powerwashed and windows cleaned ….house, pool house, wood shed, pump house, barn. All of it.
• All patios cleaned and all outdoor furniture set up and ready for season.
• Pool house fully cleaned, and a new accordion-style window installed (more on this in a second because it is 🔥).
• Blog prop staging storage completely overhauled, which, if you know anything about the behind-the-scenes of running a home blog for 14 years, is its own whole project. 😂 I have donated several carloads of home decor staging items (the space is it’s own little HomeGoods in my basement) to friends.
• Purged all the clothes that came with me from our move 8 years ago, that I still have not worn! 🤯 I am using this move to literally get rid of every single item that has not hit my body in 6 months! It’s a pretty refreshing feeling honestly, to purge and get all of this stuff out of my closets.
• All exterior woodwork, floors in the wood shed and pool pump house, the stairs, and all wrought iron fencing around the pool – cleaned and freshly stained.
• Full landscaping underway, including the driveway once temps cooperate, and the garage floor epoxy (which is in process and looks incredible, just needs its full cure time).

The Pool House Upgrade You Need to See

Jim recently installed a new accordion-style window opens to the covered porch and the pool area. When it’s open, the pool house feels like an extension of the patio. When it’s closed, it’s a separate space that feels like a home.

The potential here is real.

Pool house.

Guest suite.

ADU conversion.

Private workspace. I

It’s one of those spaces that adapts to whatever your family actually needs, which is everything I’ve always shared on this blog for over a decade, making the spaces you have, work for you.

A Note on the Bedrooms (Because This One Is Fun)

One of the bedrooms is currently set up as our walk-in closet. A second king suite in the home. If you have been following my blog for a while, you know my parents have the first floor master and Jim and I renovated the second the floor to include a 2nd master king suite.

We were not using the fourth bedroom and the Jack and Jill setup was perfect to convert the bedroom to a large walk in closet.

We’ll convert it back to a full bedroom if the new buyers want the additional bedroom and I have photos of both configurations so you can see exactly how either version works. The room is a great size with beautiful french doors that overlook the yard.

Here is what the room looked like setup as a bedroom

The 3rd Floor Loft: Dual Purpose

The finished 3rd floor loft is 600+ square feet of pure flexibility.

Right now, it’s home to my office and Eva’s workspace (my assistant who helps me, keep Jim’s world running smoothly!).

It’s also where Jim has his office and his infamous reclining chair he’s been known to fall asleep in after a long day on the job sites.

His area is tucked off in it’s own room with its own closet and separate from mine and Eva’s space, which means this room could easily flex to fit so many possibilities for the next owners

It also functions as a TV lounge. So picture an office space on one end, cozy TV area on the other, 600 square feet of breathing room that works however you need it to.

For a multigenerational family? This is the bonus zone that makes everyone’s life easier. The overflow space. The quiet zone. The grandkids’ hangout when you need 20 minutes of peace downstairs.

So When Is It Listing?

Sometime next week. I’m not going to give an exact date and jinx myself again. 😂

What I can tell you: it will be on the MLS, and it will be ready. Like, actually ready. The driveway sealed, garage floor cured, landscaping done, everything dialed in.

If you missed my original post on why we’re selling and what makes this property such a standout for large families, entertainers, or those looking to combine forces financially and live multigenerationally, go check it out first. The two primary suites, 6+ acres, pool, barn, and privacy… it’s all there:

Full Circle Moment: We’re Selling Our Multigenerational Home

And if you know someone who’s been looking for a turnkey multigenerational living property in Massachusetts or just a spectacular home with a lot of space, a pool, and land, please share this post or send them my way.

You can reach me directly at jessica @ fourgenerationsoneroof (dot) com or DM me on Instagram or Facebook.

P.S. If you’re in the middle of planning your own multigenerational home or ADU, I put together a full guide from everything I’ve learned across 3 homes and 16 years. Grab it here.