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Real estate: the ultimate game of risk and reward. It’s the biggest investment most people ever makeFortunes are won and lost every day. How do you stay ahead of the game? Who’s buying, who’s selling and why? You need an edge. Boroughs & Burbs. This podcast is your secret weapon, giving you the insider knowledge and strategies you need to succeed in the high-stakes and cutthroat world of real estate. The Boroughs are New York City.The Burbs are wherever you are: Connecticut, Austin, the Hamptons, Carolinas, Florida and beyond. From Palm Beach to Palm Springs, Manhattan to Malibu, we travel the country pressing the experts in every luxury market to expose the pain, find the deals, and occasionally predict the future. Don’t settle for mediocrity - tune in to Boroughs & Burbs Thursdays 3pm Eastern and start dominating your market.
Episodes

Thursday Jan 04, 2024
New Canaan Living | Boroughs & Burbs Ep. 119
Thursday Jan 04, 2024
Thursday Jan 04, 2024
Watch on YouTube: Boroughs & Burbs 119 — New Canaan Living YouTube
Episode page: Boroughs & Burbs 119 — New Canaan Living boroughsandburbs.com
Season 4 kicks off in New Canaan, CT. John Engel and Roberto Cabrera sit down with Jacqueline deMontravel (editor/publisher of New Canaan Living & Darien Living) and Christa Kenin (Douglas Elliman) to unpack what makes New Canaan special—its walkable downtown, top-performing schools, parks, and a lifestyle that blends small-town connection with a New York-caliber dining/shopping scene.
What’s in this episode (from the transcript)
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Opening & Introductions — Sponsor shout, then guest intros: Jacqueline (magazine editor/publisher) and Christa (NY attorney turned CT agent).
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What sets New Canaan apart — Elm Street’s walkable village vibe, Waveny Park, and easy access to Long Island Sound come up early as core lifestyle draws.
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Schools as a primary mover — The panel discusses why families target New Canaan for its consistently top-ranked schools and how that shapes demand.
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How buyers choose between towns — Practical comparisons with Darien, Westport, Ridgefield, and Greenwich; think “mini-Madison Avenue” retail feel vs. yard size, commute, and budget.
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Community texture — A downtown where you see neighbors daily; kids walk from school into town.
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Local flavor — Shout-outs to favorite downtown restaurants (e.g., Farmer’s Table) and why the food scene punches above its weight.
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Rowayton vs. New Canaan — The decompressing “off-the-train” coastal feel of Rowayton contrasted with New Canaan’s village rhythm.
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Looking ahead — “Crystal-ball” close: more great restaurants and amenities while preserving historic character.
Links & Social
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Jacqueline deMontravel — Website: ducksgoose.com • LinkedIn: Jacqueline deMontravel • IG: @newcanaan.living
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Christa Kenin (Douglas Elliman) — Profile: elliman.com/.../christa-kenin • LinkedIn: newcanaanrealtor
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Claire Bamundo (Greenspan Creative Marketing) — Site: greenspanmktg.com • LinkedIn: Claire Bamundo
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Hosts — John Engel: IG @jengel199 • LinkedIn John Engel | Roberto Cabrera: IG @rcabrera1 • LinkedIn Roberto Cabrera
Related Connecticut-Focused Episodes
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**Unlocking the Mysteries of Westport, CT | Ep. 96**
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**Greenwich Real Estate with Rob Johnson | Ep. 5**
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**Waterfront Home Design in Fairfield County | Ep. 104**
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**Connecticut Destination Gems | Ep. 150**
Discover hidden treasures across the Nutmeg State as the hosts highlight lifestyle opportunities beyond the typical luxury corridors.
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Keywords:
#NewCanaan #NewCanaanLiving #DarienLiving #Connecticut #ElmStreet #WavenyPark #walkabledowntown #topschools #familyfriendly #boroughsandburbs

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