Current Price

$463,089

1 Month Forecast

â–² $519,367

1-Year Forecast *

â–² $535,164

5-Year Forecast *

â–² $647,142

"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 2026-03-02. Based on our forecasts, a long-term increase is expected, the predicted price of an average home in the "Chester" area is 647,142 USD by 2031-03-02. For a 5-year investment the profit is expected to be around +39.74% meaning that investing 100000 USD today may yield a profit of 39,745 USD by 2031.

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: 2026-2032

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: $535,164* (upside of 15.6%)

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 $273,588 $266,503 $265,080 $273,588

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 535,164 USD in one year.

Is it profitable to invest in Chester homes?

Yes. The long-term profit potential is +15.56% 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 622,737 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 800,989 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 decreased, 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 decreased by 5.772% to 463,089 USD, between 2025-03-02 and 2026-03-02

The average annual profit of property investment was:

  • 15.104% in 2021
  • 15.674% in 2022
  • 15.844% in 2023
  • 17.334% in 2024
  • 15.674% in 2025
  • 15.234% in 2026

Based on our Chester real estate market research and report the predicted sales prices will increase by 324.834% in the next 10 years.

Over the last 12 months, the value of homes in Chester fluctuated: increasing 4 times .

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

Below you will find the price predictions for 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 519367 487166 551568
September 2025 522179 481972 562387
October 2025 525007 484057 565958
November 2025 527850 493540 562160
December 2025 528579 482064 575094
Chester Housing Market Forecast with Real Estate Prices for 2026
January 2026 527498 487408 567587
February 2026 526418 479567 573270
March 2026 525341 488042 562640
April 2026 526563 496549 556577
May 2026 529414 496591 562238
June 2026 532281 487037 577525
July 2026 535164 497702 572625
August 2026 538062 500397 575726
September 2026 540975 511763 570188
October 2026 543905 511814 575995
November 2026 546850 503649 590051
December 2026 548510 499693 597328
Chester Housing Market Forecast with Real Estate Prices for 2027
January 2027 547669 501117 594220
February 2027 546754 494812 598696
March 2027 547785 511631 583938
April 2027 549884 508643 591125
May 2027 551921 521013 582829
June 2027 553891 521211 586571
July 2027 556890 507327 606454
August 2027 559906 523512 596300
September 2027 562938 508333 617543
October 2027 565987 522972 609002
November 2027 569051 520682 617421
December 2027 572133 537805 606461
Chester Housing Market Forecast with Real Estate Prices for 2028
January 2028 575231 521735 628728
February 2028 578346 522247 634446
March 2028 581478 538449 624508
April 2028 582439 539921 624957
May 2028 582295 532800 631790
June 2028 583422 531497 635346
July 2028 586581 532616 640547
August 2028 589758 548475 631041
September 2028 592951 552038 633865
October 2028 595661 537286 654036
November 2028 597727 566047 629406
December 2028 600132 558123 642142
Chester Housing Market Forecast with Real Estate Prices for 2029
January 2029 603382 568989 637775
February 2029 606570 552585 660554
March 2029 609429 550924 667934
April 2029 612729 556971 668488
May 2029 616047 575388 656706
June 2029 619383 564878 673889
July 2029 622737 565446 680029
August 2029 626110 581030 671190
September 2029 629500 571586 687414
October 2029 632909 584175 681643
November 2029 636336 599429 673244
December 2029 639782 595637 683927
Chester Housing Market Forecast with Real Estate Prices for 2030
January 2030 643247 586641 699853
February 2030 646730 607280 686181
March 2030 650232 598864 701601
April 2030 651130 601644 700616
May 2030 649798 595865 703731
June 2030 648469 601779 695158
July 2030 647142 585016 709268
August 2030 648647 585728 711565
September 2030 652159 611725 692593
October 2030 655691 596023 715359
November 2030 659242 593977 724507
December 2030 662812 598519 727104
Chester Housing Market Forecast with Real Estate Prices for 2031
January 2031 666401 607091 725710
February 2031 670010 636509 703510
March 2031 673638 628504 718771
April 2031 675683 628385 722980
May 2031 674646 637540 711751
June 2031 673519 631087 715951
July 2031 674789 625529 724048
August 2031 677375 611670 743080
September 2031 679884 628213 731555
October 2031 682311 645466 719156
November 2031 686006 632497 739514
December 2031 689721 643509 735932
Chester Housing Market Forecast with Real Estate Prices for 2032
January 2032 693456 644914 741998
February 2032 697211 639342 755079
March 2032 700986 647010 754962
April 2032 704782 643466 766098
May 2032 708599 673169 744029
June 2032 712436 666128 758745
July 2032 716294 653260 779328

> 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.