Category Archives: Real estate

Roundup: Flood & Erosion Board, Historic Homes Tour, Home Heating Help …

When the Flood & Erosion Control Board meets October 7 (7:30 p.m., Zoom), the first agenda item will be the biggest.

Both physically. and in terms of town impact.

Members will hear an application to subdivide the property at 55-57 Greens Farms Road, to demolish an existing office building and replace it with a 250-unit housing development. The proposed activity is within the waterway protection line area of Pussy Willow Brook.

Meeting materials have not yet been posted on the town website.

Plan for “The Fitzgerald” (lower center, which would replace an existing office building. A pond, fountain and other waterways are shown in blue.

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The “06880” Historic Homes Tour is back — and bigger than ever.

By which we mean: This year, we’re adding a 5th home to the annual look-at-Westport’s-amazing-heritage event.

With our friends from KMS Team at Compass, we’ve put together 5 amazing homes.

All have been around for decades — even centuries.

All have been lovingly maintained.

And all are as remarkable inside as out.

We’ll roll out the big reveal next week. But right now, save the date: Sunday, November 1, from 1 to 4 p.m.

See you on the tour!

This house was on a previous “06880” Historic Homes tour. This year, we’ve got 5 very intriguing new — as in “old” — ones.

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Worried about paying for this winter’s heat?

Applications for the Connecticut Energy Assistance Program (CEAP) open October 1.

Westport residents can apply through the Department of Human Services by confidential appointment only. Calll 203-341-1050 or email humansrv@westportct.gov. Home visits are available for homebound residents. Returning applicants will receive instructions by mail.

Eligibility may be established if your household receives SNAP, TANF, SSI, qualifying means-tested Veteran’s benefits or other qualifying benefits, or if your gross annual household income is at or below 60% of Connecticut’s State Median Income (SMI).

The maximum annual income ranges from $48,714 for a 1-person household, to $129,279 for 8.

Residents who heat with oil or propane are encouraged to apply early in the heating season to help ensure they receive the full benefit for which they qualify.

For more information, click here.

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Put money in the pot.

Gat a pot.

That’s the idea of Pippa Bell Ader’s 2nd annual fundraiser.

Set for a week from tomorrow (Thursday, October 1, 10 a.m. to 2 p.m.), it’s a chance for Westport Farmers’ Market shoppers to donate to the Green Village Initiative. The Bridgeport-based (and Westport-born) gardening, farming, sustainability, education and advocacy non-profit

Donors receive in return a homemade pot. Perfect for — of course — growing something, and keeping the circle of life alive.

Last year’s Pippa’s (and Friends) Pots event raised over $1,600. Let’s blow past that this year!

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Planning on getting married?

Not so fast!

Sal Liccione — a Westport justice of the peace — notes that as of October 1, there will be a minimum 48-hour waiting period from a time the couple completes their marriage license application in the Town Clerk’s office where the marriage ceremony will take place, until they can be issued their license.

In addition, the marriage license will now be valid for 65 days from the date it is handled to the couple.

Longshore is a popular spot for Westport weddings. The rainbow is extra. (Photo/David Dellinger)

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It happens a lot more rarely than a Cribari Bridge opening.

But when the railroad bridge over the Saugatuck River, a few yards south, opens for maintenance, it’s always an impressive sight.

It tilted upward yesterday, to allow a barge with a large crane underneath. Jonathan Alloy caught the action.

(Photo/Jonathan Alloy)

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he Westport Rotary Club had 2 featured speakers yesterday.

Dr. Scott Kellermann, founder of the Bwindi Hospital in Buhoma, Uganda described its growth to become one of the best hospitals in East Africa. Westport Rotarians have provided substantial assistance since 2009.

Sara Kempner, director of creative campaigns and collaborations at the US Vote Foundation, spoke about her nonpartisan organization that educates people on the logistics of voting in every state. A recent campaign involved placing a QR code linked to voter registration on pizza boxes.

Dr. Scott Kellermann shows Westport Rotarians in Uganda. (Photo/Alec Foege)

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Nature can be both beautiful and vicious. Today’s “Westport … Naturally” image shows both. Photographer Jamie Walsh calls it “the web of life.”

(Photo/Jamie Walsh)

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And finally … in honor of Connecticut’s new wedding laws (item above):

(If you’re not getting married — and have, say 20 seconds to spare – please click here to support this hyper-local blog. And you don’t even have to get us a present. Thank you!)

[OPINION] Better Protection Needed From New Construction Water Runoff

Dr. Daryl Styner and her husband have lived in Westport for over 42 years. She was a professor in a doctoral program in dentistry before retiring. She writes:

After the September 13 deluge, concerns have been heightened for residents who live near new builds all over town.

Demolished homes are being replaced with much larger structures. Many are at maximum coverage on lots both small and large.

Neighbors who up to now have not had water problems now incur significant water run-off from these new structures. In many neighborhoods (like mine in the Long Lots area),we are paying for expensive “fixes,” because builders and town engineers under-estimate the drainage needs for these new builds.

With changes in our weather patterns, and the volume of water hitting our area, maybe it is time for building officials to re-think the formulas used to determine how much drainage and what kind of land grading is needed to adequately redirect water run-off, and what types of drainage systems are being used.

Long after the rain ended.

In 2017, an original 1950’s house on Long Lots Road was demolished and replaced with a new home, whose structure is easily 3-4 times the size of its predecessor.

The front to back pitch/slope of the property is significant, and an underground stream runs in this area between this house and the neighboring property on Long Lots Road.

During and very shortly after construction was finished, there were indications to both the house below (at the back of the property), and to the adjacent neighbor that water run-off was an issue, especially after any significant rain.

The adjacent neighbor eventually needed rubber boots to walk on the property. It became increasingly unusable for children to be able to play because of the “new” grading redirecting water run-off to their backyard.

Long after rain stops, water remains.

They got no accountability from the town, nor the builder, or the homeowners who purchased this new build. These neighbors had to lay out significant dollars to remedy this problem with additional drainage, regrading and plantings, just to get back the use of their own backyard.

The other house below them, a new build in 2004-5, had major beefed-up drainage systems built-in to this structure, but has eventually seen increasingly overwhelming water run-off into their driveway after big rains.

A building site near Daryl Styner’s home. The weight of the contents are pushing against a barrier that is not supposed to cross onto her property. In a big rain, mud will course onto her land and driveway, washing out all the aeration, topsoiling and reseeding they’ve done.

Significant water pools at the back end like a lake, which during heavy rain then overflows through mature Norway spruce trees into the driveway of the house below them, and sometimes overwhelming the storm drain as well.

This same torrent of water spills onto our property, flowing like a river through an entire line of mature Norway spruces.

My new neighbors (here a little over a year), are in the process of working with contractors on additional drainage solutions.

Many others have experienced this themselves, are now going through it, or know friends in nearby neighborhoods who have all experienced it as well. The consensus is that they all feel that existing owners — taxpayers — are not being protected at all.

Debris from runoff clogs storm drains.

Our town officials should have an equal responsibility to protect the adjacent properties of every new building project that comes before them. For many residents, that’s just not happening.

Drainage system plans for new builds need to be scrutinized more closely, beefed up, and closely monitored. Regrading on properties need to be scrutinized more closely and monitored.

Many builders (not all) cut corners for their bottom line. There has to be more accountability. Owners and families are being forced to  pay dearly for the aftermath of their projects.

This should not be happening. This is not right.

(“06880” Opinion pages are open to all. Send submissions to 06880blog@gmail.com. To support this hyperlocal blog, please click here.)

Then & Now: #31

Every week, “Then & Now” curator and pre-demolition archivist Dave Matlow provides images of now-demolished homes, and the structures that replace them.

They’re part of a project he worked on from 2004 to 2020.

A reminder: This is a community blog. Our neighbors live here. Some built those new structures; others are the second (or beyond) owners.

If you comment, please be kind. Taste is subjective. Wherever we live, everyone has loves their home.

Wakenor Road, December 2017 …

,,, and September 2026.

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Woodcock Lane, October 2013 …

… and September 2026.

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Turtleback Lane, October 2013 …

 

… and September 2026.

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Tupelo Road, April 2005 …

… and September 2026.

(“06880” regularly covers Westport real estate, history … and much more. If you enjoy features like this, please click here to support our work.)

[OPINION] Flood Unleashes Concerns About Greens Farms Apartment Plan

After Sunday’s 7-inch “rain bomb,” a neighbor of the proposed redevelopment of 55 Greens Farms Road — which would replace 1 of 2 office buildings next to Assumption Cemetery with 250 apartments, 30% of them affordable under state formulas — writes:

During Wednesday’s Conservation Commission hearing, members prudently chose to continue the review until October rather than vote on the application, for which the surrounding community is grateful.

A proposal of this scale and sensitivity deserves a dedicated hearing. It is difficult for both the Commission and the public to adequately consider such a complex application after hours of reviewing important but perhaps less consequential matters.

Wednesday evening’s presentation by the applicant’s team of professionals was impressive, visually compelling, and optimistic.

However, it also appeared to lack details that warrant further examination.

Aerial view of Greens Farms Road office buildings. The southern one (bottom) would be demolished, for 250 apartment units.

Several aspects of the proposal were presented, including but not limited to green spaces, walkways, plantings, water management and maintenance plans.

But it failed to elaborate on the true scale of the proposal in more detail — for example, number of units, coverage comparison and parking, under the rationale that they fall outside the Conservation Commission’s purview.

While that may be technically correct, some of these issues have significant implications for stormwater management, impervious coverage, and environmental impacts, all of which are directly relevant to conservation concerns and fall under the Commission’s oversight, in addition to the Commission’s request for a side-by-side comparison.

During the presentation, a consulting engineer stated that the property did not experience what was characterized as complete flooding during the recent 200-year storm event, contrary to the image below with a vehicle partially submerged in floodwaters.

Respectfully, it begs the question of what standard is used to define complete flooding. By any reasonable measure, substantial portions of the property, both above and below grade, were underwater.

The parking garage appeared to have flooded, roadways providing access to and from the property were inundated, and adjacent wetlands overflowed significantly, breaching abutting properties.

This was one for the record books — but will it be the last one?

Last Sunday’s flood, at 55-57 Greens Farms Road.

Equally concerning are the effects on neighboring properties. At least one concerned resident bordering the wetlands observed water levels extending well beyond that area. One would argue that these conditions constitute extensive flooding, and should be acknowledged when evaluating future development impacts.

Although parking may not fall directly under the Conservation Commission’s jurisdiction, impervious coverage and land disturbance certainly do. The proposal contemplates accommodating all required parking beneath the building footprint, rather than in traditional surface lots.

On paper, this is an attractive concept. However, can the required parking be fully accommodated under the building footprint as proposed? It doesn’t take long to understand the true scale of the proposal.

On the site plan provided by the developing team, as part of the meeting materials, you can see the existing back building that is planned to remain, at least for now, next to the new proposed larger building, shown in beige with pale green donut holes representing courtyards within the building. The 2 existing buildings are identical in size; the proposal is far from it.

The new building (bottom) would be substantially larger than the current one.

The question is not what’s under the Commission’s purview, but whether safeguards should be established now as the proposal is further detailed. Should the final site plan design deviate from the proposal as it moves through other agency approvals, no modifications should be granted without a comprehensive public review process, including notice and hearing requirements.

Too often, substantial project modifications occur later in the approval process when public scrutiny has diminished. If or when the development proceeds, all of Westport deserves assurance that future changes will not undermine the environmental commitments being presented today.

The broader environmental impacts of this development also deserve careful consideration. The proposal includes extensive native plantings, pollinator habitats, and attractive landscape features. While these elements are commendable, they do not eliminate the significant ecological disruption associated with large-scale construction.

Construction activity remains a major source of environmental disturbance through habitat fragmentation, waste generation, erosion, sedimentation, and impacts to surrounding ecosystems, particularly where wetlands are involved, even with protections in place.

Could the Sherwood Mill Pond watershed basin also be impacted, as it is connected through smaller waterways? Adaptive reuse rather than a redevelopment may not be appropriate here, but it provides many lessons not to be ignored.

Sherwood Mill Pond is not far from 55 Greens Farms Road. 

The development team also referenced future maintenance plans intended to preserve the property’s environmental performance. Such plans are encouraging in theory, but they ultimately rely on consistent implementation and enforcement.

Who will ensure compliance years after approvals have been granted, construction has been completed, and the dust has settled?

Another voiced concern during the hearing: The town’s resources for monitoring private properties are limited. The site’s existing office park likely had maintenance obligations, yet residents have witnessed years of neglect, including recurring litter and debris entering the watershed from adjacent roadways and highways, using the roadway as a trash conveyor belt.

Another point articulated at the hearing: Many times, it is the residents who volunteer to go up and down this stretch of road and collect the garbage. A high-density development will only add to the problem.

A redevelopment could be inevitable; the owners have made a substantial financial investment and intend to seek a reasonable return, but at what expense?

The objective is not to prevent development (although it would be ideal), but to ensure that it receives even more rigorous scrutiny such a consequential project deserves.

We have not even touched on the traffic this will create on an already overwhelmed road, not to mention the everlasting debate about what will happen to the beloved Cribari Bridge once it’s further overwhelmed and likely becomes structurally inadequate.

This section of Westport may appear as the forgotten land, but it is home to families, many of whom have lived here for generations. They have repeatedly dealt with flooding due to poor upkeep of the waterways, never-ending traffic, and are bracing for additional impact. But they are hopeful for some reprieve.

Perhaps the new development will, in fact, improve the water management capability of the property and be a positive addition to the community.

But at the moment, the facts and scale are not feeding much confidence or conviction to those who will be impacted the most. Rest assured, the ripple effects of this not-so-small pebble in the pond will be felt far beyond the adjoining properties.

(“06880” Opinion pages are open to all. Send submissions to 06880blog@gmail.com. To make a tax-deductible contribution supporting our work, please click here. Thank you!

 

“Then & Now”: #30

Week #30 of our series brings 4 more examples of a variety of architectural styles that have met the wrecking ball — and the style that supplants them.

“Then & Now” curator and pre-demolition archivist Dave Matlow provides these images. They’re part of a project he worked on from 2004 to 2020.

A reminder: This is a community blog. Our neighbors live here. Some built those new structures; others are the second (or beyond) owners.

If you comment, please be kind. Taste is subjective. Wherever we live, everyone has loves their home.

Wedgewood Road, September 2012 …

… and September 2026.

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Valley Road, March 2010 …

… and September 2026.

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Wakenor Road, June 2020 …

… and September 2026.

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Wake Robin Road, February 2014 …

… and September 2026.

(“06880” regularly covers Westport real estate, history … and much more. If you enjoy features like this, please click here to support our work.)

[OPINION] Careful Review Needed Of Greens Farms Apartment Plan

Longtime Bridge Street resident Werner Liepolt has watched the Cribari Bridge debate closely.

In the other direction from his home, another story is unfolding. A proposal to demolish the one of the 2 office buildings at 55-57 Greens Farms Road — and replace it with a 250-unit apartment structure — 30 percent of them “affordable” under state statute — is working its way through town bodies.

The Conservation Commission will discuss the plan at a public hearing on Wednesday (September 16, 7 p.m., Town Hall auditorium and livestream).

Liepolt — a recognized consulting party for the Cribari Bridge project — wrote to 1st Selectman Kevin Christie, Representative Town Meeting members and other officials:

TC Greens Farms LLC has proposed demolishing the approximately 60,000-square foot office building at 57 Greens Farms Road and replacing it with a 250-unit multi-family residential building, with 30 percent of the units designated as affordable housing.

The reported development cost is approximately $100 million, and the proposal has now entered Westport’s municipal review process.

55 Greens Farms Road — the building closest to the street — would be demolished, and replaced with a new apartment structure.

This location is directly relevant to Cribari Bridge Project 158-214. Greens Farms Road is part of the residential corridor connecting I-95 exits 18 and 17 by way of Bridge Street, the Cribari Bridge and Riverside Avenue.

Traffic generated or redistributed at 55–57 Greens Farms Road therefore has the potential to affect the traffic baseline, route choices and cumulative conditions surrounding the bridge and the Bridge Street Historic District.

I am not suggesting that all traffic generated by 250 apartments should simply be treated as new traffic. A responsible analysis must compare the proposed residential use with the actual or reasonably anticipated occupancy and traffic generation of the office building being removed. Nor is this an objection to the affordable housing component of the proposal.

Bridge Street traffic. (Photo/Werner Liepolt)

However, a development of this magnitude on a road feeding the bridge corridor cannot reasonably be ignored while the Federal Highway Administration and Connecticut Department of Transportation prepare a revised Environmental Assessment. The traffic analysis should examine:

  • Existing and projected daily and peak-hour traffic from the property
  • The assumptions used for the office building being demolished
  • Anticipated distribution of residential traffic toward I-95 exits 17 and 18 and toward the Cribari Bridge
  • The interaction between this development and each bridge alternative under consideration
  • I-95 diversion and navigation-app routing through Greens Farms Road, Bridge Street and Riverside Avenue
  • Construction traffic, emergency access and pedestrian and bicycle safety
  • The combined effects of foreseeable development and changes in the bridge’s weight, geometry and accessibility to larger vehicles.

This is particularly important because altering the Cribari Bridge could itself change driver behavior and route selection. A development analysis that assumes the present bridge, and a bridge analysis that omits the proposed development, could leave the public with 2 incomplete studies and no examination of their combined consequences.

Those consequences could include additional congestion and cut-through traffic, changes in the volume and composition of vehicles, increased noise and air pollution, pedestrian and cyclist hazards, and effects on the residential character, setting and integrity of the National Register-listed Bridge Street Historic District.

Aerial view of 55-57 Greens Farms Road. The street is at the bottom. It feeds into Bridge Street and the Cribari Bridge (left, off the image).

These matters are relevant to the revised environmental review and, where historic properties may be affected, to the continuing Section 106 consultation.

I respectfully request that:

  1. This development proposal and this correspondence be entered into the Project 158-214 administrative and consultation records
  2. FHWA and CTDOT obtain and review the developer’s traffic-impact study and underlying assumptions
  3. The revised Environmental Assessment disclose whether and how this development is incorporated into its traffic baseline and indirect and cumulative-effects analysis
  4. Connecticut State Historic Preservation Office consider whether resulting traffic conditions associated with the bridge alternatives could affect the character and setting of the Bridge Street Historic District
  5. Consulting parties receive a written response explaining how this new information will be addressed before the revised Environmental Assessment is completed.

No single agency should review only its isolated portion of these projects while overlooking the corridor-wide consequences created by their interaction. The public deserves a current, coordinated analysis before decisions become effectively irreversible.

(“06880” Opinion pages are open to all. Submissions may be sent to 06880blog@gmail.com. To support this hyperlocal blog with a tax-deductible contribution, please click here.)

Shakespeare And Stony Point: The Stuff Dreams Were (Not) Made Of

The Westport Country Playhouse recently completed a very successful run of “Agatha Christie’s The Murder of Roger Ackroyd.”

Then, Bruce Miller turned his attention to another mystery.

The Playhouse archivist and cultural associate emailed a painting to “06880.”

Bruce said that Ben Doyle recently brought the artwork, which had belonged to his grandfather, to the Playhouse.

Bruce said “it appears to show the theater by the shore, possibly at Longshore near the marina. Ben thinks his grandfather may have been involved with the early planners at Longshore, and this might have been a concept they were considering.”

Close —  but not quite.

The painting by Peter Dohanos — son of famed illustrator Stevan Dohanos — is actually an artist’s rendition of Stony Point. That’s the land just beyond the high red brick wall on the south side of the Westport train station’s eastbound parking lot. Stony Point is a peninsula bordered by the Saugatuck River, all the way to where it meets Long Island Sound.

Stony Point today (left of the river). The train station and tracks are at top.

Stony Point today (left of the river). The train station and tracks are at top.

Dohanos’ painting says “Westport Country Playhouse.” That’s a mystery, because it was done around the time that Stony Brook property was being considered as the home of a new “American Shakespeare Theatre.”

The idea came from Lawrence Langner. In 1930 — more than 20 years earlier –the Weston resident turned an apple orchard and old tannery into the Westport Country Playhouse.

By the mid-20th century, Stony Point was a shadow of its former elegant self. Decades earlier a New York banker, his wife and 2 daughters lived there, in a handsome Victorian mansion built around 1890. The grounds included an enormous carriage house, gardener’s cottage, barn and hothouse.

After the daughters inherited the home, the New York, New Haven & Hartford railroad purchased some of the land for a new train station. (The original one was on the other side of the river.)

The Stony Point wall today. It separates the peninsula from the train station.

The second daughter bequeathed the estate to the Hospital for the  Crippled and Ruptured (whose name was later changed, mercifully, to the New York Hospital for Special Surgery).

But the property fell into disuse. Eventually the hospital sold Stony Point to real estate developers.

Which brings us to Shakespeare.

Around 1950 Langner, Lincoln Kirstein of Lincoln Center and arts patron Joseph Verner Reed had audacious plans. They wanted to build an American Shakespeare Theatre and Academy.

And they wanted it on Stony Point. Proximity to the train station was a major piece of the plan.

The price for all 21 acres: $200,000.

But according to Westport News writer Shirley Land, “the hand of fate and the town fathers combined to defeat the efforts of the theatre people.” Many residents objected.

There were also concerns that it would draw audiences away from the Westport Country Playhouse. (Others argued that a Shakespeare Theatre would enhance the town’s reputation as an arts community.)

The theater was never built here. It opened a few miles away –in the aptly named town of Stratford — in 1955.

It achieved moderate success. But in 1982 the theater ran out of money (and backers). The state of Connecticut took ownership. It closed in 1985. In 2019, it burned to the ground in an early morning fire.

The entrance to Stony Point.

The entrance to Stony Point.

Meanwhile, in 1956 Westporters Leo Nevas and Nat Greenberg, along with Hartford’s Louis Fox, bought the Stony Point property for residential development.

It’s now considered one of the town’s choicest addresses. Homes have been listed there for $14 million.

That’s quite a story. We can only imagine what might have happened had Westporters decided to support — rather than oppose — the American Shakespeare Festival Theater in Westport.

Then again, as a famous playwright once said: “It is not in the stars to hold our destiny, but in ourselves.”

ENCORE: Bruce Miller’s email included some interesting connections with the Westport Country Playhouse.

Artist Peter Dohanos’ father Stevan designed WCP program covers for many years.

Peter, meanwhile, was a Playhouse apprentice in 1949. He later became a scenic designer, and worked on “The Swimmer,” the movie filmed in Westport starring Burt Lancaster.

It was directed by Frank Perry, who had been an Playhouse apprentice in 1948. Perry also directed “Mommie Dearest,” about Joan Crawford’s abusive relationship with her daughter Christina. Christina — who wrote the book with the same title — was a Playhouse apprentice in 1957.

Frank Perry (front row, left) during his 1950 Playhouse apprenticeship. It was quite a class. Stephen Sondheim is in the top row, crouching. Also in the photo: Richard Rodgers’ daughter Mary (2nd row, 4th from left).

Ben Doyle (the painting’s owner — remember him?) is on the faculty of Blackrock Theater Company. They’ve performed on the Playhouse stage. He  is engaged to Betsabeth Castro, an actress in the WCP production of “Appropriate.”

And Ann Sheffer — a former Stony Point resident, who provided much of the history of the proposed American Shakespeare Theatre described above — is herself a former Westport Country Playhouse apprentice. She was also a longtime board member.

It’s a small theatrical world indeed. And, as a famous playwright once said, “All the world’s a stage.”

“Then & Now”: #29

Some of Westport’s greatest concentrations of mid-20th century houses can be found in the eastern end of town, near the Southport line.

“Then & Now” curator and pre-demolition archivist Dave Matlow returned there recently, to document 4 more examples of new construction replacing teardowns. The images are part of a project he worked on from 2004 to 2020.

A reminder: This is a community blog. Our neighbors live here. Some built those new structures; others are the second (or beyond) owners.

If you comment, please be kind. Taste is subjective. Wherever we live, everyone has loves their home.

One home on Woodhill Road, February 2019 …

… and August 2026.

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A second home on Woodhill Road, October 2011 …

,,, and August 2026.

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Elizabeth Drive, September 2007 …

… and September 2026.

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Westfair Drive, October 2015 …

… and Westfair Drive, August 2026. (All photos/Dave Matlow)

(“06880” regularly covers Westport real estate, history … and much more. If you enjoy features like this, please click here to support our work.)

Maintenance Is Preservation: Homeowners Can Help Prevent Teardowns

Every Monday, “06880” features 4 “Then & Now” homes: one that was torn down, and the home that replaced it.

There are many reasons why new owners opt for new construction. The house they bought may not fit their needs. It may be too small, architecturally outdated, or lacking modern amenities.

But there’s another reason: It was not maintained well.

For sellers who hope their home survives the wrecking ball, that’s one variable they can control.

Our friends at KMS Team at Compass know all about maintaining a home. They say:

Westport’s teardown issue isn’t just about developers. Deferred maintenance plays a role, too.

Plenty of buyers appreciate older homes, and see them as a more affordable way into town. But when years of deferred maintenance add up, renovating may no longer make financial sense, and the value shifts to the land.

Taking care of our older homes helps preserve the character of Westport, and gives the next buyer a reason to renovate rather than tear down.

Maintenance is preservation.  Homeowners who consistently care for the fundamentals of an older home give future buyers the option to renovate and preserve it, rather than making the land itself the property’s greatest value. The goal is not to make an older home new. It is to keep it healthy.

This 1939 River Lane home has been expanded to 6 bedrooms. Its architectural details have been well maintained.

Maintaining a home does not mean constantly renovating it, or having the latest kitchen and bathrooms. It means taking care of the bones of the house — the roof, foundation, drainage, electrical, plumbing, heating and cooling systems, chimney, septic or sewer connection, and environmental and safety issues.

Cosmetic updates are relatively easy for a buyer to envision. What can become overwhelming is a house with years of deferred maintenance. An older kitchen can be charming; a failing roof, water intrusion, outdated electrical system and neglected mechanicals are much harder to overlook.

Buyers are much more willing to work with an older home when they believe the underlying house is sound.

We see buyers who genuinely appreciate Westport’s Capes, ranches and older colonials. They may be perfectly happy renovating a kitchen, opening up a floor plan or adding a primary suite. But when they start adding up a new roof, windows, HVAC, electrical, plumbing, drainage, mold remediation and structural work, the economics can quickly change.

At some point buyers stop asking, “How can I make this house my own?” and start asking, “Does it make more sense to start over?” That’s often how a perfectly appealing older home becomes viewed primarily for its land.

Owners should think of home maintenance as an ongoing program — not something to address right before selling.

This High Gate Road home looks fresh and appealing. 

Start with the basics: Clean your gutters, keep water away from the house, address leaks immediately, service HVAC equipment, inspect the roof and chimney, maintain septic systems where applicable, watch for rot and insect damage, and periodically evaluate plumbing and electrical systems.

Keep trees and vegetation from damaging the house. Pay attention to basements and crawl spaces for moisture.

Save invoices, permits, warranties and information about major improvements. When it comes time to sell, being able to show buyers that a home has been consistently cared for creates confidence.

Fall is a good time to address maintenance issues. Focus on gutters and drainage, roof and chimney condition, heating system servicing, exterior wood and trim, tree limbs near the house, outdoor faucets and irrigation, and identifying any areas where water or ice could cause damage over the winter.

If you’re thinking about selling but have not done much maintenance, there are several steps to take. But putting money into cosmetic renovations before addressing deferred maintenance can be the wrong investment.

Don’t assume you need to renovate everything. First, look at the house the way a buyer and home inspector will. Identify significant structural, mechanical, environmental and safety issues first. Then prioritize the items most likely to frighten buyers, or make the cost of owning the house feel unpredictable.

A homeowner preparing to sell might be much better served spending money correcting water intrusion, repairing a roof, addressing electrical or plumbing concerns, servicing mechanical systems, removing mold or repairing exterior rot than installing a brand-new kitchen that the next owner may replace anyway.

Real estate agents can also help homeowners prioritize. The objective is to determine which improvements will give buyers confidence that the house is worth preserving.

(“06880” reports often on all aspects of Westport’s real estate market. If you enjoy our coverage — or anything else on our hyper-local blog — please click here, to support our work. Thank you!)

“Then & Now”: #28

This week, “Then & Now” curator and pre-demolition archivist Dave Matlow takes us from the western end of Westport, all the way to the east. The images are part of a project he worked on from 2004 to 2020.

A reminder: This is a community blog. Our neighbors live here. Some built those new structures; others are the second (or beyond) owners.

If you comment, please be kind. Taste is subjective. Wherever we live, everyone has loves their home.

Hermit Lane, November 2012 …

… and August 2026 (now called Stonewall Lane)

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Turkey Hill Circle, March 2009 …

… and August 2026.

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One house on Westfair Drive, September 2015 …

… and August 2026

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Also on Westfair Drive: October 2012 …

… and August 2026. (All photo/Dave Matlow)

(“06880” regularly covers Westport real estate, history … and much more. If you enjoy features like this, please click here to support our work.)