Under contract

Price cut: $30K (8/1)

$269,000

153 Eastern Drive, Middletown, CT 06457

3beds

1,209sqft

$1,953/mo

Get pre-qualified

Single Family Residence

Built in 1900

0.28 Acres Lot

$264,800 Zestimate^®

$222/sqft

$-- HOA

What's special

Investors are you looking for a charming 2/3 bedroom, 1.5 bath Colonial that is located on a quiet street in a desirable neighborhood, offering convenient location just minutes from the shops, restaurants, Wesleyan University, hospitals, and major healthcare centers? This is an excellent choice for anyone seeking an easy commute and access to everyday amenities. Filled with warmth and character, this inviting home is ready for its next chapter. Whether you're a first-time homebuyer, looking to make it your forever home, or searching for a great investment opportunity, this property offers endless potential. Add your personal touch and some love to make this charming Colonial truly your own while creating lasting memories for years to come. City water and city sewer. Don't miss the opportunity to own a home in a convenient and quiet location. Schedule your showing today and discover all that 153 Eastern Drive has to offer!

62 days
134
0

Likely to sell faster than

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 2
Full bathrooms: 1
1/2 bathrooms: 1

Primary bedroom

Level: Upper

Bedroom

Level: Upper

Bedroom

Level: Upper

Dining room

Level: Main

Living room

Level: Main

Heating

Hot Water, Oil

Cooling

None

Appliances

Included: Oven/Range, Refrigerator, Water Heater
Laundry: Main Level

Features

Basement: Partial,Unfinished,Walk-Out Access
Attic: Finished,Walk-up
Has fireplace: No

Interior area

Total structure area: 1,209
Total interior livable area: 1,209 sqft
Finished area above ground: 1,209

Property

Features

Patio & porch: Deck, Covered
Exterior features: Rain Gutters

Lot

Size: 0.28 Acres
Features: Interior Lot, Few Trees

Details

Parcel number: 1008550
Zoning: MXI

Construction

Type & style

Home type: SingleFamily
Architectural style: Colonial
Property subtype: Single Family Residence

Materials

Vinyl Siding
Foundation: Masonry, Stone
Roof: Asphalt

Condition

New construction: No
Year built: 1900

Utilities & green energy

Sewer: Public Sewer
Water: Public

Community & HOA

Community

Features: Library, Medical Facilities, Shopping/Mall
Subdivision: Highland

HOA

Has HOA: No

Location

Region: Middletown

Financial & listing details

Price per square foot: $222/sqft
Tax assessed value: $131,730
Annual tax amount: $5,086
Date on market: 7/16/2026

Estimated market value

$264,800

$252,000 - $278,000

$2,304/mo

Price history

Date	Event	Price
8/11/2026	Pending sale	$269,000$222/sqft
Source: Smart MLS #24191998 Report a problem
8/1/2026	Price change	$269,000-10%$222/sqft
Source: Smart MLS #24191998 Report a problem
7/16/2026	Listed for sale	$299,000+71.8%$247/sqft
Source: Smart MLS #24191998 Report a problem
5/19/2006	Sold	$174,000+5.5%$144/sqft
Source: Smart MLS #G408470 Report a problem
1/10/2005	Sold	$165,000$136/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$4,875 +4.5%	$131,730
2024	$4,665 +5.4%	$131,730
2023	$4,428 +20.3%	$131,730 +47.6%
2022	$3,682 +0.5%	$89,240
2021	$3,665 +0.2%	$89,240
2020	$3,659 -0.5%	$89,240
2019	$3,677 +3.6%	$89,240
2018	$3,550 -2.7%	$89,240 -5.4%
2017	$3,649 +4.3%	$94,340
2015	$3,497 +0.1%	$94,340
2014	$3,494 -2.9%	$94,340 -17.8%
2013	$3,599 +2.6%	$114,810
2012	$3,507 +3%	$114,810
2011	$3,406 -0.7%	$114,810
2010	$3,431 +3.5%	$114,810
2009	$3,316 +13.3%	$114,810
2008	$2,928 +13.6%	$114,810 +61.2%
2007	$2,577	$71,240
2006	$2,577 +8.4%	$71,240
2005	$2,378 +5.5%	$71,240
2004	$2,253 +3.2%	$71,240
2003	$2,183 +15.9%	$71,240 -2%
1995	$1,883	$72,700