Monday, November 09, 2026

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WestportNow Teardown of the Day: 35 Prospect Road

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An application is in process to acquire a permit to demolish the house at 35 Prospect Road, off Westport’s Hillspoint Road.  Built about 1915, the two-story antique has 3,336 square feet, is situated on a 3.37-acre property and changed ownership last month at $1 million.  Land records show that it previously changed ownership in December 2006 at $2.7 million.  Because the house was built more than 50 years ago, the application will be reviewed by the Historic District Commission. (CLICK TO ENLARGE) Dave Matlow for WestportNow.com

16 thoughts on “WestportNow Teardown of the Day: 35 Prospect Road”

  1. The house shows an older section and a new(er) addition.  A creative architect/designer could take out the new and add a larger addition to the old.  This would preserve the older section.  Let’s hope a Creative, Thoughtful and Westport minded person is on the scene! 

    Of course, that assumes a need for more than almost 3,500. feet.  In a few years, where will all these larger homes be?  Right now, many have rooms waiting for furnishings – indoor skating anyone?

  2. YIKES!!!!!  Holy Moly…..another piece of Westport biting the dust.
    Honestly, isn’t 3,336 feet of house enough?
    I guess if you are the octa-mom, you would need some additonal bedrooms.

  3. First of all, the existing house is inhabitable, has mold and exposed electrical wires, and holes in the floor.  It is more expensive to fix it than to build one.
    Secondly, the lot will be subdivided into two even parcels.
    Thirdly, we want to built two 3,000 to 3,200 (max) sqft green homes on each parcel.
    Fourthly, the demolition got approved last night:)

  4. I have no doubt that it is more expensive to fix an old home (especially true if performing a historically-sensitive restoration) than it is to scrape it off and build new. Holes in the floor, exposed electrical wiring (knob and tube wiring perhaps?), holes in the roof, even rotten framing and crumbling foundations are the rule, not the exception, when a 130 year old home is involved.

    Hats off to anyone who takes the harder, more expensive route. Developers rarely do so.

    And while it would seem to be allowable in that zone to subdivide the lot and build two homes where one once stood, I don’t know if most will find that to be a positive development, and in any event such activity is not “green” in the grand scheme of things.

  5. We are going to build one house for ourselves on one property and our friends are going to build one on the other part.  There is no developer involved! 
    The town of Westport decided last night that there is no historical value in that house

  6. Well, to be a bit more precise your house (the one that is being demolished) is listed on the HDC’s Historic Resources Inventory, and the HDC agreed to waive the balance of the delay period that automatically springs up when one chooses to demolish such a house, so you could do right away what you were going to be able to do anyway – tear the house down. And subdivide the lot.

    It might be a bit of a stretch to interpret that as “the Town of Westport decided there was no historical value in the house.”

    And so it goes . . .

  7. To be even more precise, the demolition delay period has nothing to do with the HDC’s old house list.  The delay period is an option on every house that is at least 50 years old. 

    It is fair to say that the town decided that there was no historic value.  Otherwise, they would have imposed a delay.

  8. The HDC’s Inventory has no standing in the town’s demolition delay process.  As the owner of a home which is on this list, I speak out whenever someone implies that it does.

    While the list does include buildings that are protected as parts of Historic Districts, the rest of the properties are “antique” but not necessarily “historic”.  The remaining houses on the list are not uniquely protected in any way other by than the town’s 50-year rule.

    This house on Prospect did not satisfy the historic requirement and the demolition was not delayed.  Other than being antique, this structure was not considered historic.

  9. Seems to me, if Ms. Teitler and family (and friends) are proposing to do what they are doing with their OWN property, well, I’d say this is the most reasoned and reasonable teardown I can recall on Westport Now.

  10. It’s always the current owner of a piece of property that is proposing to tear it down, John; and I personally sympathise with someone wanting to do what they want with property they paid good money for, subject to Zoning regulations and building codes. Even if it is a builder simply trying to earn a living.

    If facts like “they lived in the house for years, and now simply want to improve it” have any bearing, note that the Teitlers (actually 35 Prospect Road LLC, an LLC formed by the Locaseglios and Mr. Teitler) just bought the property last month.

    These are always interesting discussions that follow a WN “teardown of the day” picture.

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