Charming Colonial in the Heart of Middletown - Welcome to this beautifully maintained 3-bedroom, 1-bathroom Colonial, ideally located just steps from downtown Middletown! Offering timeless character, thoughtful upgrades, and unbeatable walkability, this home is the perfect blend of historic charm and modern convenience. Step into a cozy living room that flows seamlessly into the dining room and kitchen, all featuring gleaming hardwood floors. The home is rich with historical details, including original wood moldings, stained glass, and etched door hinges that add a touch of vintage elegance throughout. Upstairs, you'll find three spacious bedrooms and a beautifully renovated full bathroom (2023). The updated kitchen includes a newer refrigerator, dishwasher, and gas range (2020-2021). Major mechanicals have been updated, including a new boiler (2021), new water heater (2020), new Thermopane windows, newer roof (2014), electrical upgrades (2017), and reinforced rear porch footings (2018). Need space? Enjoy ample storage in the walk-up attic and basement, which also includes a workshop. Relax in the enclosed rear porch overlooking a level, fenced-in yard-perfect for pets, gardening, or entertaining. Located in the Downtown District, this home qualifies for city water, sewer, trash, and recycling services. Just a 5-minute walk brings you to Main Street's restaurants, the town green, Wesleyan University, the Connecticut Riverfront, YMCA, and even Neil's Donuts-home of CT's best!
Single-familyProperty Type
1909Year Built
5,227 sq ftLot Size
$232Est. Price/Sq.Ft.
1 garage spacesParking
Listed by Rebecca Makas• KW Legacy Partners
Bought with Margaret Curry• William Raveis Real Estate
Source:Smart MLS #24094198
Redfin Estimate
$336,177
$16K since sold in June 2025$6,000 since October
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 3.2% higher than the average sale price ($326K) of 6 comparable homes.
LOCATION, LOCATION, LOCATION! Take advantage of all Middletown has to offer with this charming 3 BR, 1 BA colonial, built in 1909. Walk down to Main Street for dinner, to the town green for the annual tree lighting, to the riverfront to catch the 4th of July Fireworks, up to Wesleyan for sledding on Foss Hill, or over to Neil’s for the best donuts in Connecticut! And when you’re done with all that, come back and relax in this cozy cottage home with its lovely backyard oasis. Beautiful historical details throughout, from wooden moldings to the stained glass window, to original etched hinges on each door, yet the home also has all the modern conveniences. Brand new boiler (2021), new refrigerator, dishwasher, and gas range (2020 and 2021), new water heater (2020), new back porch footings (2018), new electrical (2017), and newer roof (2014). Hardwood floors throughout and tons of natural light, plus loads of storage space in the walkup attic and basement. Well taken care of and move-in ready condition! Schedule your private viewing!
Smart MLS #N348181
Aug 18, 2014
Sold
$137,900
$95/sq ft
Apr 19, 2014
Listed
$137,900
$95/sq ft
Terrific colonial with charm- close to middlesex hospital, wesleyan and main st. New roof and newer windows, with nice encloserd rear porch overlooking a fenced in yard. Hard wood flooring thru out. First floor bedroom possibility.
Smart MLS #N342734
Apr 17, 2014
Listing Removed
—
Oct 17, 2013
Listed
$139,900
$96/sq ft
Year
Property tax
Land + Additions
Assessment*
2022
$4,109
$27,310 + $66,070
$93,380
2021
$4,109 (−0.4%)
$27,310 + $66,070
$93,380
2020
$4,127 (−0.5%)
$27,310 + $66,070
$93,380
2019
$4,146 (+1.6%)
$27,310 + $66,070
$93,380
2018
$4,081 (−7.2%)
$27,310 + $66,070
$93,380
2017
$4,396 (+2.9%)
$35,070 + $68,620
$103,690
2016
$4,272 (+4.0%)
$35,070 + $68,620
$103,690
2015
$4,106 (−1.0%)
$35,070 + $68,620
$103,690
2014
$4,148 (+6.8%)
$35,070 + $68,620
$103,690
2011
$3,883
$51,520 + $63,350
$114,870
Tax history for 2 Cottage St
Year
Property tax
Land + Additions
Assessment*
2022
$4,109
$27,310 + $66,070
$93,380
2021
$4,109 (−0.4%)
$27,310 + $66,070
$93,380
2020
$4,127 (−0.5%)
$27,310 + $66,070
$93,380
2019
$4,146 (+1.6%)
$27,310 + $66,070
$93,380
2018
$4,081 (−7.2%)
$27,310 + $66,070
$93,380
2017
$4,396 (+2.9%)
$35,070 + $68,620
$103,690
2016
$4,272 (+4.0%)
$35,070 + $68,620
$103,690
2015
$4,106 (−1.0%)
$35,070 + $68,620
$103,690
2014
$4,148 (+6.8%)
$35,070 + $68,620
$103,690
2011
$3,883
$51,520 + $63,350
$114,870
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.