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Today: September 22, 2025
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Chester Real Estate Forecast, Chester Area Housing Prices and Home Value Trends and Predictions

Is buying a house in Chester a good investment? The median home price in Chester today: ▼ 463,089 USD (-10.353%)

  • History
  • Forecast
  • Data
  • Q&A

Current Price

$463,089

1 Month Forecast

▲ $519,539

1-Year Forecast *

▲ $546,722

5-Year Forecast *

▲ $673,249

"Is it a good time to buy homes in Chester?" "Does investing in real estate in Chester (Connecticut State, Middlesex County) worth it?" According to our live Forecast System, buying a house in Chester is a good short-term (1-year) investment*. The Chester average house/property forecasts are updated every month with the latest median property prices by smart technical real estate market analysis. Q&A about "Chester" projections.
At Walletinvestor.com we predict future home values/prices with real estate market analysis for a wide selection of properties, for example houses in Chester in Connecticut State, Middlesex County. If you are looking for homes for sale with good flipping profit, Chester can be a profitable property investment option. The median price of an average house in Chester was 463,089 USD on 2025-09-23. Based on our forecasts, a long-term increase is expected, the predicted price of an average home in the "Chester" area is 673,249 USD by 2030-09-23. For a 5-year investment the profit is expected to be around +45.38% meaning that investing 100000 USD today may yield a profit of 45,382 USD by 2030.

Current Median Listing Price: 463,089 USD Median Listing Price Per Square Foot: 257 USD

Chester Real Estate Forecast Chart, Short-Term Housing Market Forecast for The Upcoming Months and Year

The short-term real estate market forecast is based on the median home listing prices from the last 5 years.

Chester (Connecticut State) Forecast Chart, Long-Term Predictions for Next Months and Years: 2025-2031

The long-term housing forecast is based on all the available median listing price recorded up to today.

Chester Price Target

Chester median home price target in 12 months: $546,722* (upside of 18.1%)

14 Years Historical Data

DateOpening priceClosing priceMinimum priceMaximum price
2025 $479,028 $516,570 $479,028 $516,570
2024 $436,421 $463,089 $436,421 $463,089
2023 $395,885 $436,529 $395,885 $436,529
2022 $352,678 $394,424 $352,678 $394,424
2021 $323,789 $349,040 $323,789 $353,361
2020 $290,194 $317,711 $290,194 $317,711
2019 $290,756 $288,863 $288,476 $290,756
2018 $284,797 $291,154 $284,600 $291,853
2017 $283,775 $285,117 $283,775 $285,614
2016 $283,741 $283,580 $283,034 $285,555
2015 $280,805 $282,134 $279,494 $282,134
2014 $279,818 $281,209 $279,818 $284,016
2013 $268,733 $278,295 $268,733 $278,295
2012 $275,203 $266,503 $265,080 $275,203

Questions & Answers about the Chester Housing Market Forecast

How much does an average home cost in Chester today?

The value of an average home (the listing price) in Chester is $463,089 USD.

What is the average price per square foot in Chester?

According to Walletinvestor the median price per square foot in Chester is 257 USD.

Will the median listing price of homes in Chester grow / rise / go up?

Yes. The Chester home prices may rise from 463,089 USD to 546,722 USD in one year.

Is it profitable to invest in Chester homes?

Yes. The long-term profit potential is +18.06% in one year.

Will Chester house prices fall / drop?

No. See above.

What is the predicted price of a Chester home in 2030?

The predicted home sales price of a Chester home in 2030 in Chester is 673,249 USD.

What is the predicted price of a Chester home in 2035?

The predicted home sales price of a Chester home in 2035 in Chester is 877,451 USD.

Will real estate prices decrease in Chester?

According to our analysis, it is unlikely to happen.

Short-Term Outlook Based On The Last 12 Months

Chester is the 10377. largest city in the United States, located in Connecticut State.

During the last 12 months the real estate prices in Middlesex, Chester increased, looking at the past 12 months.

According to Walletinvestor's Chester real estate market research, home values will increase in the next 12 months.

Median home values increased by 1.860% to 463,089 USD, between 2024-09-23 and 2025-09-23

The average annual profit of property investment was:

  • 19.250% in 2020
  • 18.700% in 2021
  • 19.620% in 2022
  • 18.340% in 2023
  • 19.110% in 2024
  • 16.680% in 2025

Based on our Chester real estate market research and report the predicted sales prices will increase by 426.042% in the next 10 years.

Over the last 12 months, the value of homes in Chester fluctuated: increasing 10 times .

Chester (Connecticut) Housing Market Price Prediction, Forecast for next months and years

Below you will find the price predictions for 2025, 2026, 2027, 2028, 2029, 2030, 2031, 2032, 2033.

Date Average price Minimum price Maximum price
Chester Housing Market Forecast with Real Estate Prices for 2025
August 2025 519539 489406 549672
September 2025 522525 492742 552309
October 2025 525529 489268 561791
November 2025 528550 476752 580348
December 2025 531588 498098 565079
Chester Housing Market Forecast with Real Estate Prices for 2026
January 2026 534644 485992 583297
February 2026 537718 484484 590952
March 2026 540809 494840 586777
April 2026 543917 516722 571113
May 2026 547044 493981 600107
June 2026 547799 511097 584502
July 2026 546722 494784 598661
August 2026 545647 494356 596938
September 2026 544574 492295 596853
October 2026 545841 518548 573133
November 2026 548978 502315 595641
December 2026 552134 524527 579741
Chester Housing Market Forecast with Real Estate Prices for 2027
January 2027 555308 526432 584184
February 2027 558500 521639 595361
March 2027 561710 515088 608332
April 2027 564939 511835 618044
May 2027 568187 520459 615915
June 2027 569912 535147 604676
July 2027 569037 529205 608870
August 2027 568087 518095 618078
September 2027 569158 521348 616967
October 2027 571339 521061 621617
November 2027 573456 531020 615891
December 2027 575502 530038 620967
Chester Housing Market Forecast with Real Estate Prices for 2028
January 2028 578811 542924 614697
February 2028 582138 540806 623470
March 2028 585484 535133 635836
April 2028 588850 559407 618292
May 2028 592235 549594 634876
June 2028 595639 538458 652820
July 2028 599063 567912 630214
August 2028 602507 557921 647092
September 2028 605783 559137 652428
October 2028 606784 561275 652293
November 2028 606634 559316 653951
December 2028 607808 562222 653393
Chester Housing Market Forecast with Real Estate Prices for 2029
January 2029 611302 572790 649814
February 2029 614816 565630 664001
March 2029 618350 581867 654832
April 2029 621175 564648 677702
May 2029 623330 569723 676936
June 2029 625838 590166 661511
July 2029 629436 571528 687344
August 2029 632761 581507 684015
September 2029 635744 577891 693597
October 2029 639398 606150 672647
November 2029 643074 601917 684231
December 2029 646771 602790 690751
Chester Housing Market Forecast with Real Estate Prices for 2030
January 2030 650488 604304 696673
February 2030 654228 601890 706566
March 2030 657989 609955 706022
April 2030 661771 602212 721330
May 2030 665575 600349 730801
June 2030 669401 620535 718267
July 2030 673249 628141 718357
August 2030 677119 639200 715038
September 2030 681011 643556 718467
October 2030 684926 630817 739035
November 2030 688863 642710 735017
December 2030 692823 642940 742707
Chester Housing Market Forecast with Real Estate Prices for 2031
January 2031 696806 655694 737917
February 2031 700811 648251 753372
March 2031 704840 638585 771095
April 2031 705813 654289 757338
May 2031 704425 645254 763597
June 2031 703040 634142 771938
July 2031 701658 639210 764105
August 2031 703289 667421 739157
September 2031 707332 657111 757553
October 2031 711398 650218 772578
November 2031 715487 650378 780597
December 2031 719600 677864 761337
Chester Housing Market Forecast with Real Estate Prices for 2032
January 2032 723737 653534 793939
February 2032 727897 658747 797047
March 2032 732081 684496 779667
April 2032 734304 678497 790111
May 2032 733177 661326 805028
June 2032 731953 679252 784653
July 2032 733332 692266 774399
August 2032 736143 663265 809021
September 2032 738870 690843 786896
October 2032 741507 679962 803052
November 2032 745770 684616 806923
December 2032 750057 679551 820562
Chester Housing Market Forecast with Real Estate Prices for 2033
January 2033 754368 708352 800385
February 2033 758705 686628 830782
March 2033 763066 715756 810376
April 2033 767452 695312 839593
May 2033 771864 723237 820491
June 2033 776301 735157 817445
July 2033 780522 733691 827353

> Page 2: detailed data / price table <

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* Our real estate forecasts and predictions are made by Machine Learning & AI, and shouldn't been used for financial decisions. We can't guarantee any profit.