Most expensive homes for sale in Connecticut

Written by:
May 24, 2021
realtor.com

Most expensive homes for sale in Connecticut

Buying a home is an investment—and an increasingly expensive one. The median value of a home in the United States reached $295,300 in June 2020, according to the National Association of REALTORS.

To learn more about home values in Connecticut, Stacker analyzed data from realtor.com to compile a list of the most expensive homes for sale in the state.

Home buyers have a lot to consider when house-hunting or looking to invest in rental properties, from the state of the housing market itself to taxes and potential resale value. The housing market grew robust and pricey in the last decade following the 2008 recession, but the market could be slowed by rising interest rates. Such a downturn can be good news for potential home-buyers, as you're more likely to be able to wager a deal on an otherwise overpriced house. Then there is the house itself to consider, including what kind of upkeep it requires (and those associated costs). Depreciation affects all homes at an average rate of 3.636% each year, which can be a help come tax season if you use your home for business or rentals—but may cost you later in capital gains taxes when you when you sell. Meanwhile, land value tends to increase over time depending on several factors including where the house is located and what amenities and homes are nearby. More desirable neighborhoods allow sellers to charge more; the mantra "location, location, location" has never been more relevant.

Keep reading to find out the most expensive homes for sale in Connecticut.

1 / 50
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#50. 857 Lake Ave, Greenwich

- Price: $9,995,000
- Bedrooms: 7
- Bathrooms: 9
- Read more on realtor.com
2 / 50
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#49. 425 N Maple Ave, Greenwich

- Price: $9,995,000
- Bedrooms: 6
- Bathrooms: 10
- Read more on realtor.com
3 / 50
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#48. 61 Byram Shore Rd, Greenwich

- Price: $9,995,000
- Bedrooms: 7
- Bathrooms: 9
- Read more on realtor.com
4 / 50
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#47. 550 Round Hill Rd, Greenwich

- Price: $10,750,000
- Bedrooms: 8
- Bathrooms: 13
- Read more on realtor.com
5 / 50
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#46. 6 Bluewater Ln, Westport

- Price: $10,800,000
- Bedrooms: 7
- Bathrooms: 11
- Read more on realtor.com
6 / 50
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#45. 10 Gray Ln, Westport

- Price: $10,900,000
- Bedrooms: 5
- Bathrooms: 8
- Read more on realtor.com
7 / 50
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#44. 5 Stony Point Rd, Westport

- Price: $10,900,000
- Bedrooms: 6
- Bathrooms: 7
- Read more on realtor.com
8 / 50
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#43. 25 Cowdray Park Dr, Greenwich

- Price: $10,995,000
- Bedrooms: 6
- Bathrooms: 9
- Read more on realtor.com
9 / 50
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#42. 264 Hillspoint Rd, Westport

- Price: $10,995,000
- Bedrooms: 7
- Bathrooms: 11
- Read more on realtor.com
10 / 50
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#41. 44 Mooreland Rd, Greenwich

- Price: $11,250,000
- Bedrooms: 7
- Bathrooms: 12
- Read more on realtor.com
11 / 50
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#40. 27 Macedonia Brook Rd, Kent

- Price: $11,499,000
- Bedrooms: 6
- Bathrooms: 4
- Read more on realtor.com
12 / 50
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#39. 564 Under Mountain Rd, Salisbury

- Price: $11,890,000
- Bedrooms: 11
- Bathrooms: 6
- Read more on realtor.com
13 / 50
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#38. 21 Clapboard Ridge Rd, Greenwich

- Price: $11,900,000
- Bedrooms: 6
- Bathrooms: 7
- Read more on realtor.com
14 / 50
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#37. 425 Round Hill Rd, Greenwich

- Price: $11,900,000
- Bedrooms: 7
- Bathrooms: 12
- Read more on realtor.com
15 / 50
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#36. 2 Broad Rd, Greenwich

- Price: $11,950,000
- Bedrooms: 5
- Bathrooms: 8
- Read more on realtor.com
16 / 50
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#35. 46C Senff Rd, Washington

- Price: $11,950,000
- Bedrooms: 5
- Bathrooms: 11
- Read more on realtor.com
17 / 50
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#34. 62 Bermuda Rd, Westport

- Price: $12,000,000
- Bedrooms: 6
- Bathrooms: 10
- Read more on realtor.com
18 / 50
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#33. 1099 Pequot Ave, Fairfield

- Price: $12,000,000
- Bedrooms: 5
- Bathrooms: 9
- Read more on realtor.com
19 / 50
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#32. 82 Brookwood Ln, New Canaan

- Price: $12,000,000
- Bedrooms: 6
- Bathrooms: 11
- Read more on realtor.com
20 / 50
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#31. 5 Hedley Farms Rd, Westport

- Price: $12,600,000
- Bedrooms: 8
- Bathrooms: 12
- Read more on realtor.com
21 / 50
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#30. 25 Edgewood Dr, Greenwich

- Price: $12,850,000
- Bedrooms: 11
- Bathrooms: 14
- Read more on realtor.com
22 / 50
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#29. 1093 Pequot Ave, Fairfield

- Price: $12,950,000
- Bedrooms: 6
- Bathrooms: 8
- Read more on realtor.com
23 / 50
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#28. 25 Upper Cross Rd, Greenwich

- Price: $12,995,000
- Bedrooms: 7
- Bathrooms: 11
- Read more on realtor.com
24 / 50
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#27. 205 Round Hill Rd, Greenwich

- Price: $12,995,000
- Bedrooms: 7
- Bathrooms: 9
- Read more on realtor.com
25 / 50
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#26. 30 Round Hill Club Rd, Greenwich

- Price: $13,500,000
- Bedrooms: 6
- Bathrooms: 10
- Read more on realtor.com
26 / 50
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#25. 36 Walsh Ln, Greenwich

- Price: $13,950,000
- Bedrooms: 7
- Bathrooms: 10
- Read more on realtor.com
27 / 50
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#24. 32 Grahampton Ln, Greenwich

- Price: $14,400,000
- Bedrooms: 7
- Bathrooms: 10
- Read more on realtor.com
28 / 50
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#23. Wallacks Pt, Stamford

- Price: $14,500,000
- Bedrooms: 19
- Bathrooms: 16
- Read more on realtor.com
29 / 50
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#22. 429 Taconic Rd, Greenwich

- Price: $14,750,000
- Bedrooms: 5
- Bathrooms: 9
- Read more on realtor.com
30 / 50
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#21. 3 Hekma Rd, Greenwich

- Price: $14,800,000
- Bedrooms: 7
- Bathrooms: 10
- Read more on realtor.com
31 / 50
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#20. 160 John St, Greenwich

- Price: $14,900,000
- Bedrooms: 9
- Bathrooms: 16
- Read more on realtor.com
32 / 50
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#19. 266 Michigan Rd, New Canaan

- Price: $15,000,000
- Bedrooms: 7
- Bathrooms: 13
- Read more on realtor.com
33 / 50
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#18. 31 Vista Dr, Greenwich

- Price: $15,500,000
- Bedrooms: 6
- Bathrooms: 10
- Read more on realtor.com
34 / 50
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#17. 6 Windrose Way, Greenwich

- Price: $15,750,000
- Bedrooms: 6
- Bathrooms: 8
- Read more on realtor.com
35 / 50
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#16. 78 Mayo Ave, Greenwich

- Price: $15,900,000
- Bedrooms: 6
- Bathrooms: 9
- Read more on realtor.com
36 / 50
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#15. 187 Umpawaug Rd, Redding

- Price: $16,000,000
- Bedrooms: 7
- Bathrooms: 9
- Read more on realtor.com
37 / 50
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#14. 400 5 1/2 Mile Rd, Cornwall

- Price: $16,450,000
- Bedrooms: 10
- Bathrooms: 12
- Read more on realtor.com
38 / 50
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#13. 543 Stanwich Rd, Greenwich

- Price: $17,500,000
- Bedrooms: 6
- Bathrooms: 9
- Read more on realtor.com
39 / 50
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#12. 57 MT Tom Rd, Salisbury

- Price: $17,950,000
- Bedrooms: 9
- Bathrooms: 13
- Read more on realtor.com
40 / 50
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#11. 640 Sasco Hill Rd, Fairfield

- Price: $17,990,000
- Bedrooms: 10
- Bathrooms: 18
- Read more on realtor.com
41 / 50
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#10. 136 Field Point Cir, Greenwich

- Price: $18,750,000
- Bedrooms: 4
- Bathrooms: 9
- Read more on realtor.com
42 / 50
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#9. 435 Round Hill Rd, Greenwich

- Price: $21,995,000
- Bedrooms: 7
- Bathrooms: 10
- Read more on realtor.com
43 / 50
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#8. 471 Lake Ave, Greenwich

- Price: $24,900,000
- Bedrooms: 9
- Bathrooms: 13
- Read more on realtor.com
44 / 50
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#7. 435 and 429 Round Hill Rd, Greenwich

- Price: $25,995,000
- Bedrooms: 7
- Bathrooms: 10
- Read more on realtor.com
45 / 50
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#6. 14 Cowdray Park Dr, Greenwich

- Price: $30,000,000
- Bedrooms: 8
- Bathrooms: 13
- Read more on realtor.com
46 / 50
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#5. 30 Field Point Dr, Greenwich

- Price: $30,000,000
- Bedrooms: 11
- Bathrooms: 11
- Read more on realtor.com
47 / 50
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#4. 16 Hurlingham Dr, Greenwich

- Price: $32,000,000
- Bedrooms: 6
- Bathrooms: 12
- Read more on realtor.com
48 / 50
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#3. 100 Sterling Rd, Greenwich

- Price: $35,000,000
- Bedrooms: 6
- Bathrooms: 6
- Read more on realtor.com
49 / 50
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#2. 591 Riversville Rd, Greenwich

- Price: $40,000,000
- Bedrooms: 7
- Bathrooms: 13
- Read more on realtor.com
50 / 50
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#1. 100 Field Point Cir, Greenwich

- Price: $55,000,000
- Bedrooms: 8
- Bathrooms: 11
- Read more on realtor.com

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