I’ve analyzed the Zillow Home Value Index data to uncover Connecticut’s fastest-growing housing markets from 2016 to 2025. The results highlight a dramatic shift in property values, especially in high-end towns historically known for price stability.
What strikes me most is how Connecticut’s luxury markets have rebounded after experiencing flat or declining values in the mid-2010s. These established communities are now seeing renewed buyer interest, particularly from New York transplants seeking more space and better value while maintaining proximity to the city.
This list reveals where Connecticut’s wealth-building opportunities are strongest – a financial roadmap for investors and homeowners alike. From modest growth in traditional Gold Coast communities to surprising surges in northwestern towns, the data shows where capital appreciation has been most robust over this transformative nine-year period.
25. New Canaan
- % change from 2016 to 2025: 36.71%
- Home value in 2016: $1,419,792
- Home value in 2017: $1,376,680
- Home value in 2018: $1,321,989
- Home value in 2019: $1,279,651
- Home value in 2020: $1,175,223
- Home value in 2021: $1,305,858
- Home value in 2022: $1,559,314
- Home value in 2023: $1,674,513
- Home value in 2024: $1,832,829
- Home value in 2025: $1,941,065
While New Canaan’s 36.7% appreciation might seem modest percentage-wise, it represents a staggering $521,272 in absolute wealth creation. This Gold Coast stalwart experienced a significant dip until 2020 before staging a remarkable comeback, demonstrating its resilience and long-term investment value. Your capital here works differently – lower percentage growth but massive absolute gains that outpace many higher-percentage markets. The town’s trajectory suggests continued upward momentum as luxury buyers reaffirm its desirability. For high-net-worth investors, New Canaan’s stability and seven-figure appreciation profile make it a cornerstone holding.
24. Greenwich
- % change from 2016 to 2025: 40.15%
- Home value in 2016: $1,458,281
- Home value in 2017: $1,447,088
- Home value in 2018: $1,444,643
- Home value in 2019: $1,416,609
- Home value in 2020: $1,355,329
- Home value in 2021: $1,483,603
- Home value in 2022: $1,709,655
- Home value in 2023: $1,851,862
- Home value in 2024: $1,969,501
- Home value in 2025: $2,043,834
Greenwich posted solid appreciation of 40.2%, which amounts to a $585,552 increase over nine years. This puts it in the upper tier of Connecticut’s real estate market in terms of absolute dollar gains. The consistent rise reflects favorable fundamentals and strong buyer appeal to this prestigious community. Expect this momentum to drive future investment and growth as the market continues its upward trajectory. A safe bet with visible upside for those seeking wealth preservation combined with steady appreciation.
23. Wilton
- % change from 2016 to 2025: 44.96%
- Home value in 2016: $788,121
- Home value in 2017: $772,409
- Home value in 2018: $750,254
- Home value in 2019: $737,223
- Home value in 2020: $709,613
- Home value in 2021: $794,225
- Home value in 2022: $913,376
- Home value in 2023: $990,732
- Home value in 2024: $1,084,302
- Home value in 2025: $1,142,436
Wilton posted solid appreciation of 45.0%, which amounts to a $354,315 increase over nine years. This puts it in the upper tier of Connecticut’s real estate market for both percentage and absolute gains. The consistent rise reflects favorable fundamentals and strong buyer appeal despite early value declines. Expect this momentum to continue as demand remains robust for this sought-after community. A safe bet with visible upside for investors seeking quality schools and commuting convenience.
22. Easton
- % change from 2016 to 2025: 45.64%
- Home value in 2016: $607,303
- Home value in 2017: $602,549
- Home value in 2018: $589,109
- Home value in 2019: $567,066
- Home value in 2020: $557,552
- Home value in 2021: $635,976
- Home value in 2022: $736,404
- Home value in 2023: $796,370
- Home value in 2024: $882,612
- Home value in 2025: $884,505
Easton posted solid appreciation of 45.6%, which amounts to a $277,201 increase over nine years. This puts it in the upper tier of Connecticut’s real estate market despite early value declines. The steady recovery and subsequent growth reflect changing buyer preferences for more space and privacy. Expect continued strength as affluent buyers seek larger properties in established communities. Located in Fairfield County with a rural atmosphere, Easton offers an attractive blend of accessibility and seclusion.
21. Darien
- % change from 2016 to 2025: 46.27%
- Home value in 2016: $1,423,496
- Home value in 2017: $1,409,838
- Home value in 2018: $1,374,602
- Home value in 2019: $1,340,891
- Home value in 2020: $1,273,118
- Home value in 2021: $1,415,155
- Home value in 2022: $1,643,763
- Home value in 2023: $1,775,340
- Home value in 2024: $1,930,404
- Home value in 2025: $2,082,204
Darien posted solid appreciation of 46.3%, which amounts to a $658,708 increase over nine years. This puts it among Connecticut’s leaders in absolute dollar appreciation despite early value declines. The consistent recovery and strong growth reflect favorable fundamentals and renewed buyer appeal. Expect this momentum to drive continued investment as the luxury market remains robust. A premier option for high-net-worth investors seeking substantial wealth creation in a prestigious community.
20. Westport
- % change from 2016 to 2025: 47.23%
- Home value in 2016: $1,172,195
- Home value in 2017: $1,142,074
- Home value in 2018: $1,105,570
- Home value in 2019: $1,067,437
- Home value in 2020: $1,024,551
- Home value in 2021: $1,150,078
- Home value in 2022: $1,420,990
- Home value in 2023: $1,523,006
- Home value in 2024: $1,678,040
- Home value in 2025: $1,725,811
Westport posted solid appreciation of 47.2%, which amounts to a $553,617 increase over nine years. This coastal town demonstrates remarkable recovery power after a significant dip through 2020. The consistent rise since then reflects favorable fundamentals and strong buyer appeal to this sought-after community. Expect this momentum to continue as demand remains robust for premium shoreline properties. A solid investment choice combining prestige, lifestyle amenities, and proven appreciation potential.
19. Stamford
- % change from 2016 to 2025: 49.39%
- Home value in 2016: $447,029
- Home value in 2017: $455,947
- Home value in 2018: $463,910
- Home value in 2019: $462,764
- Home value in 2020: $459,108
- Home value in 2021: $503,499
- Home value in 2022: $535,843
- Home value in 2023: $568,606
- Home value in 2024: $634,184
- Home value in 2025: $667,833
Stamford posted solid appreciation of 49.4%, which amounts to a $220,804 increase over nine years. Unlike many upscale neighbors, Stamford maintained stable values through market fluctuations while delivering consistent growth. The steady rise reflects the city’s economic vitality and increasing appeal to those seeking urban amenities. Expect continued strength as Connecticut’s most dynamic city attracts both businesses and residents. An excellent option for investors seeking lower entry points with reliable appreciation potential.
18. Weston
- % change from 2016 to 2025: 49.67%
- Home value in 2016: $836,458
- Home value in 2017: $821,004
- Home value in 2018: $796,972
- Home value in 2019: $785,819
- Home value in 2020: $739,307
- Home value in 2021: $835,164
- Home value in 2022: $1,022,611
- Home value in 2023: $1,091,075
- Home value in 2024: $1,181,664
- Home value in 2025: $1,251,889
Weston posted solid appreciation of 49.7%, which amounts to a $415,431 increase over nine years. The market recovered impressively after early declines, with exceptional post-2020 performance. This premium community appeals to affluent buyers seeking larger properties and top-rated schools. Expect continued strength as demand persists for privacy and space in established locations. An excellent option for investors seeking substantial dollar appreciation in a prestigious setting.
17. Fairfield
- % change from 2016 to 2025: 52.72%
- Home value in 2016: $566,851
- Home value in 2017: $572,499
- Home value in 2018: $567,741
- Home value in 2019: $564,506
- Home value in 2020: $554,950
- Home value in 2021: $618,777
- Home value in 2022: $698,391
- Home value in 2023: $753,912
- Home value in 2024: $848,197
- Home value in 2025: $865,670
Home values in Fairfield increased by 52.7% since 2016, adding $298,819 in average value to homeowners’ wealth. This growth signals renewed interest in this coastal community and strengthens its long-term investment outlook. The trend favors continued equity gains for current homeowners, with strong momentum in recent years. Buyers still find opportunity in a market balancing lifestyle benefits with reasonable entry points. Fairfield’s combination of shoreline access, strong schools, and robust appreciation creates compelling value.
16. Ridgefield
- % change from 2016 to 2025: 56.20%
- Home value in 2016: $583,681
- Home value in 2017: $581,849
- Home value in 2018: $581,610
- Home value in 2019: $574,768
- Home value in 2020: $569,331
- Home value in 2021: $634,642
- Home value in 2022: $714,964
- Home value in 2023: $771,383
- Home value in 2024: $884,160
- Home value in 2025: $911,685
Home values in Ridgefield increased by 56.2% since 2016, adding $328,004 in average value to property owners. This growth reflects the town’s increasing appeal to affluent buyers seeking quality of life with reasonable commuting access. The trend shows particularly strong momentum in recent years, suggesting continued upward pressure on values. Current owners benefit from substantial equity gains while new buyers still find relative value. Ridgefield’s charming town center and cultural offerings enhance its financial performance as an investment.
15. Redding
- % change from 2016 to 2025: 57.69%
- Home value in 2016: $513,404
- Home value in 2017: $513,078
- Home value in 2018: $511,229
- Home value in 2019: $498,596
- Home value in 2020: $491,876
- Home value in 2021: $553,370
- Home value in 2022: $648,956
- Home value in 2023: $704,863
- Home value in 2024: $786,184
- Home value in 2025: $809,603
Home values in Redding increased by 57.7% since 2016, adding $296,199 in average value to homeowners’ portfolios. This growth reflects the town’s increasing appeal to affluent buyers seeking privacy and natural surroundings. The trend shows particularly strong momentum since 2021, suggesting fundamental shifts in market valuation. Current owners benefit from substantial equity gains that enhance financial flexibility. Redding’s combination of rural character, environmental preservation, and proximity to employment centers drives its strong performance.
14. Bridgewater
- % change from 2016 to 2025: 58.66%
- Home value in 2016: $439,914
- Home value in 2017: $451,810
- Home value in 2018: $430,503
- Home value in 2019: $429,988
- Home value in 2020: $425,337
- Home value in 2021: $498,657
- Home value in 2022: $598,563
- Home value in 2023: $629,345
- Home value in 2024: $680,534
- Home value in 2025: $697,989
Home values in Bridgewater increased by 58.7% since 2016, adding $258,074 in average value to property owners. This growth demonstrates how rural settings have become increasingly desirable investment vehicles. The trend shows remarkable acceleration after 2020, with values jumping 64.1% from that point. Current owners enjoy substantial equity cushions while the area continues attracting quality-seeking buyers. Bridgewater’s picturesque setting in Litchfield County combines investment performance with exceptional lifestyle benefits.
13. Norwalk
- % change from 2016 to 2025: 59.51%
- Home value in 2016: $390,041
- Home value in 2017: $397,982
- Home value in 2018: $410,437
- Home value in 2019: $414,721
- Home value in 2020: $421,352
- Home value in 2021: $462,599
- Home value in 2022: $495,969
- Home value in 2023: $522,715
- Home value in 2024: $582,238
- Home value in 2025: $622,145
Home values in Norwalk increased by 59.5% since 2016, adding $232,104 in average value to homeowners’ portfolios. This growth demonstrates steady, consistent appreciation without the declines seen in many neighboring markets. The trend shows particularly strong momentum in recent years, suggesting continued upward pressure on values. Investors benefit from Norwalk’s unique combination of urban amenities and relative affordability compared to other coastal communities. Its position between New York and Boston creates enduring demand that supports long-term appreciation potential.
12. Sherman
- % change from 2016 to 2025: 64.01%
- Home value in 2016: $400,142
- Home value in 2017: $409,383
- Home value in 2018: $415,650
- Home value in 2019: $413,571
- Home value in 2020: $418,407
- Home value in 2021: $482,448
- Home value in 2022: $562,276
- Home value in 2023: $602,183
- Home value in 2024: $650,899
- Home value in 2025: $656,253
Home values in Sherman increased by 64.0% since 2016, adding $256,111 in average value to property owners. This growth reflects the town’s increasing appeal to buyers seeking natural surroundings and recreational amenities. The trend accelerated dramatically after 2020, with values rising 34.5% in just two years. Current homeowners enjoy substantial equity gains while the market continues to attract quality-seeking investors. Sherman’s location near Candlewood Lake enhances both lifestyle appeal and investment performance.
11. Roxbury
- % change from 2016 to 2025: 64.53%
- Home value in 2016: $546,731
- Home value in 2017: $552,067
- Home value in 2018: $561,725
- Home value in 2019: $541,750
- Home value in 2020: $544,014
- Home value in 2021: $642,605
- Home value in 2022: $796,797
- Home value in 2023: $822,232
- Home value in 2024: $892,976
- Home value in 2025: $899,545
Home values in Roxbury increased by 64.5% since 2016, adding $352,814 in average value to homeowners’ wealth. This growth reflects dramatic market revaluation, particularly after 2020 when values surged 46.5% in just two years. The trend shows how premium rural communities have become financial powerhouses in Connecticut’s changing landscape. Current owners benefit from substantial equity position while the area continues attracting affluent buyers. Roxbury’s picturesque Litchfield County setting combines prestige, privacy, and proven appreciation potential.
10. Woodbridge
- % change from 2016 to 2025: 65.26%
- Home value in 2016: $376,959
- Home value in 2017: $373,919
- Home value in 2018: $385,781
- Home value in 2019: $386,057
- Home value in 2020: $385,316
- Home value in 2021: $427,771
- Home value in 2022: $483,822
- Home value in 2023: $535,493
- Home value in 2024: $595,968
- Home value in 2025: $622,959
Home values in Woodbridge increased by 65.3% since 2016, adding $246,000 in average value to homeowners’ portfolios. This growth demonstrates how proximity to economic drivers like Yale University enhances investment performance. The trend shows remarkable acceleration after 2020, with particularly strong momentum in recent years. Current owners enjoy substantial equity gains while the market continues attracting quality-conscious buyers. Woodbridge’s combination of suburban character, strong schools, and strategic location creates enduring demand.
9. Newtown
- % change from 2016 to 2025: 66.27%
- Home value in 2016: $369,778
- Home value in 2017: $376,764
- Home value in 2018: $380,857
- Home value in 2019: $380,611
- Home value in 2020: $385,576
- Home value in 2021: $433,632
- Home value in 2022: $496,971
- Home value in 2023: $532,538
- Home value in 2024: $592,978
- Home value in 2025: $614,840
Home values in Newtown increased by 66.3% since 2016, adding $245,062 in average value to property owners. This growth reflects consistent appreciation without the value declines experienced in many neighboring markets. The trend shows particularly strong momentum in recent years, suggesting continued upward pressure on values. Buyers appreciate Newtown’s combination of small-town character, excellent schools, and strategic location in western Connecticut. Its steady performance demonstrates the investment power of communities offering quality of life at reasonable entry points.
8. Cornwall
- % change from 2016 to 2025: 67.96%
- Home value in 2016: $383,748
- Home value in 2017: $382,645
- Home value in 2018: $386,554
- Home value in 2019: $387,913
- Home value in 2020: $401,594
- Home value in 2021: $484,992
- Home value in 2022: $547,614
- Home value in 2023: $568,740
- Home value in 2024: $628,322
- Home value in 2025: $644,527
Home values in Cornwall increased by 68.0% since 2016, adding $260,779 in average value to homeowners’ wealth. This growth accelerated dramatically after 2020, with values surging 20.8% in a single year during pandemic migration. The trend demonstrates how picturesque rural communities have transformed into high-performance investment vehicles. Current owners enjoy substantial equity position while the market continues attracting quality-seeking buyers. Cornwall’s combination of natural beauty, artistic community, and proven appreciation creates compelling value.
7. Lyme
- % change from 2016 to 2025: 68.09%
- Home value in 2016: $432,240
- Home value in 2017: $430,484
- Home value in 2018: $449,031
- Home value in 2019: $457,848
- Home value in 2020: $447,611
- Home value in 2021: $505,964
- Home value in 2022: $597,359
- Home value in 2023: $638,033
- Home value in 2024: $692,972
- Home value in 2025: $726,549
Home values in Lyme increased by 68.1% since 2016, adding $294,310 in average value to property owners. This growth accelerated dramatically after 2020, with values surging 18% in a single year during 2021-2022. The trend demonstrates how communities offering natural beauty, water access, and exclusivity have become financial powerhouses. Current owners enjoy substantial equity position while the area continues attracting discerning buyers. Lyme’s combination of coastal Connecticut charm, conservation ethic, and investment performance creates lasting value.
6. Madison
- % change from 2016 to 2025: 73.03%
- Home value in 2016: $382,937
- Home value in 2017: $380,110
- Home value in 2018: $388,177
- Home value in 2019: $391,761
- Home value in 2020: $391,683
- Home value in 2021: $442,582
- Home value in 2022: $505,090
- Home value in 2023: $558,844
- Home value in 2024: $621,059
- Home value in 2025: $662,603
Madison stands out with an impressive 73.0% growth over nine years, translating to $279,667 in equity for homeowners. This performance is particularly notable in Connecticut’s typically slow-moving markets, with most gains occurring after 2020. For buyers and investors, the data shows rising momentum that may continue as shoreline properties remain in high demand. Expect Madison to maintain competitive position as affluent buyers seek coastal amenities with reasonable commuting access. A clear standout for long-term appreciation potential with significant upside remaining.
5. New Preston
- % change from 2016 to 2025: 76.73%
- Home value in 2016: $353,920
- Home value in 2017: $354,375
- Home value in 2018: $372,623
- Home value in 2019: $380,704
- Home value in 2020: $380,624
- Home value in 2021: $443,577
- Home value in 2022: $511,157
- Home value in 2023: $549,055
- Home value in 2024: $587,419
- Home value in 2025: $625,487
New Preston stands out with an impressive 76.7% growth over nine years, translating to $271,567 in equity gains for property owners. This performance is particularly notable in Connecticut’s typically slow-moving markets, with dramatic acceleration after 2020. The trend shows how rural villages with recreational appeal have become financial powerhouses. Expect continued strength as buyers seek natural beauty and waterfront access at Lake Waramaug. A clear standout for long-term appreciation combining lifestyle benefits with strong investment returns.
4. Old Saybrook
- % change from 2016 to 2025: 81.28%
- Home value in 2016: $342,068
- Home value in 2017: $344,860
- Home value in 2018: $350,923
- Home value in 2019: $353,801
- Home value in 2020: $362,020
- Home value in 2021: $410,618
- Home value in 2022: $464,980
- Home value in 2023: $525,420
- Home value in 2024: $586,796
- Home value in 2025: $620,111
Old Saybrook stands out with an impressive 81.3% growth over nine years, translating to $278,043 in equity gains for homeowners. This coastal town has experienced consistent appreciation without any downturns, demonstrating remarkable stability. For buyers and investors, the data shows accelerating momentum that should continue as shoreline properties remain in high demand. Expect Old Saybrook to maintain its competitive position as buyers seek waterfront access with reasonable commuting options. A clear standout for long-term appreciation combining lifestyle benefits with proven financial performance.
3. Salisbury
- % change from 2016 to 2025: 82.49%
- Home value in 2016: $456,657
- Home value in 2017: $465,465
- Home value in 2018: $477,818
- Home value in 2019: $477,114
- Home value in 2020: $486,219
- Home value in 2021: $590,154
- Home value in 2022: $715,790
- Home value in 2023: $759,681
- Home value in 2024: $812,639
- Home value in 2025: $833,354
Salisbury stands out with an impressive 82.5% growth over nine years, translating to $376,697 in equity gains for property owners. This northwestern town saw values surge 47.2% between 2020-2022 alone, demonstrating extraordinary momentum. For buyers and investors, the data shows a fundamental market revaluation driven by changing preferences. Expect Salisbury to maintain its position as affluent buyers seek scenic landscapes with New York accessibility. A clear standout for long-term appreciation combining natural beauty with proven investment performance.
2. Washington
- % change from 2016 to 2025: 82.65%
- Home value in 2016: $517,554
- Home value in 2017: $519,893
- Home value in 2018: $538,481
- Home value in 2019: $554,976
- Home value in 2020: $546,091
- Home value in 2021: $658,755
- Home value in 2022: $803,980
- Home value in 2023: $837,819
- Home value in 2024: $895,320
- Home value in 2025: $945,289
Washington stands out with an impressive 82.6% growth over nine years, translating to $427,735 in equity gains for homeowners. This Litchfield County town saw values surge 47.2% between 2020-2022 alone during urban exodus. For buyers and investors, the data shows a fundamental revaluation of rural luxury markets with architectural character. Expect Washington to maintain its strong position as affluent buyers continue prioritizing space and quality of life. A clear standout combining prestige, natural beauty, and exceptional financial performance for long-term investors.
1. Sharon
- % change from 2016 to 2025: 97.61%
- Home value in 2016: $320,320
- Home value in 2017: $331,908
- Home value in 2018: $353,618
- Home value in 2019: $351,523
- Home value in 2020: $353,762
- Home value in 2021: $424,857
- Home value in 2022: $495,042
- Home value in 2023: $532,919
- Home value in 2024: $579,919
- Home value in 2025: $632,982
Sharon stands out with an impressive 97.6% growth over nine years, translating to $312,662 in equity gains for property owners. This northwestern town has nearly doubled in value, delivering Connecticut’s strongest percentage appreciation over the period. For buyers and investors, the data shows a fundamental market transformation with remarkable consistency and momentum. Expect Sharon to maintain its position as affluent buyers continue seeking natural beauty and New York accessibility. The clear leader for long-term appreciation potential, combining rural charm with nation-leading financial performance.
