🏡 What $2 Million Gets You in Westport, CT vs. Nearby Towns
If you're shopping for a luxury home in Connecticut with a $2 million budget, you're in strong territory. But where does your money stretch furthest—and where does it deliver the most lifestyle, luxury, and long-term value?
We compared $2M listings in Westport, New Canaan, Darien, and Fairfield to break down the differences—and help you choose the right town for your next move.
🌊 Westport, CT: Coastal Vibe Meets Commuter Luxury
What $2M Buys:
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4–5 bedroom updated Colonials or contemporaries
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~3,000–3,800 sq ft
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Walkable to downtown, beaches, or train
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Designer kitchens, open floor plans, finished basements
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Premium lots, often with room for pool
Why Buyers Love It:
You're getting both water access and vibrant town amenities—restaurants, theater, and elite schools. It’s lifestyle-first luxury with Manhattan access in under 70 minutes.
Cons:
Inventory is tight. For $2M, you're often just under new-construction level—though resale charm is high.
🌳 New Canaan, CT: Country Estate Charm
What $2M Buys:
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Larger lots (2+ acres)
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4–5 bedrooms, 4,000–4,500 sq ft
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Traditional architecture: Colonials, farmhouses
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Privacy, mature landscaping, often pools
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Top-tier interiors but less walkability
Why Buyers Love It:
Think country-club elegance with a close-knit, high-income community feel. More land, more space, and serious architectural pedigree.
Cons:
Drive to train or town center is longer. Less beach or coastal access compared to Westport or Darien.
🛥️ Darien, CT: Polished & Prestigious
What $2M Buys:
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3–4 bedroom high-end homes on smaller lots
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Often under 3,000 sq ft, but impeccably done
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Proximity to train and water
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Recently renovated or new construction
Why Buyers Love It:
Darien offers pristine schools, upscale shopping, and yacht-club-worthy waterfronts. The town is compact, wealthy, and polished.
Cons:
You’re paying for zip code and prestige—size and land are smaller for the money.
🏠 Fairfield, CT: Smart Luxury for Savvy Buyers
What $2M Buys:
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New or like-new homes with 4,000+ sq ft
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Larger lots, often with pools and finished basements
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Strong mix of modern builds and classic styles
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Top neighborhoods like Greenfield Hill or Southport
Why Buyers Love It:
Fairfield offers incredible value per square foot. With five beaches, two universities, and a vibrant downtown, it blends culture, coast, and comfort—without the Westport price tag.
Cons:
While highly desirable, it’s still emerging as a prestige player compared to Westport or Darien.
💡 The Verdict: Where’s the Best Value?
Town | Space | Land | Prestige | Walkability | Waterfront |
---|---|---|---|---|---|
Westport | ⭐⭐⭐⭐ | ⭐⭐⭐ | ⭐⭐⭐⭐ | ⭐⭐⭐⭐ | ⭐⭐⭐⭐ |
New Canaan | ⭐⭐⭐⭐ | ⭐⭐⭐⭐ | ⭐⭐⭐⭐ | ⭐⭐ | ⭐ |
Darien | ⭐⭐ | ⭐⭐ | ⭐⭐⭐⭐⭐ | ⭐⭐⭐ | ⭐⭐⭐⭐ |
Fairfield | ⭐⭐⭐⭐ | ⭐⭐⭐ | ⭐⭐ | ⭐⭐⭐ | ⭐⭐⭐ |
📞 Ready to Explore Homes with Real Value?
At The Collection – By Dave Jones, we help clients compare lifestyle and long-term equity—not just square footage. If you're shopping in the $2M+ range, we’ll match you with the right home, in the right town, with the right opportunity.
Let’s elevate your next move with data, strategy, and top-tier service.
The Collection – By Dave Jones
📍 40 Center Street, Prospect, CT 06712
📞 203‑910‑2638
📧 [email protected]
🌐 www.TheCollectionCT.com