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$229,900

  • For Sale
  • Under Contract
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1,336 Sq. Ft.
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Classic Colonial brimming with character and opportunity! This home features low-maintenance vinyl siding and a welcoming front porch, perfect for relaxing or entertaining. Step inside to a freshly painted interior where the first floor offers a bright living room with a bow window and hardwood floors, a formal dining room with hardwood flooring, a kitchen, and a full bath (shower in need of repair). Upstairs, you'll find three comfortable bedrooms plus a dedicated office-ideal for today's work-from-home lifestyle. A spacious walk-up attic provides excellent storage or future expansion potential. Major updates include a furnace and oil tank replaced in 2016. With solid bones and timeless appeal, this home offers incredible potential for the right owner to bring it to its full shine! Sold as-is.

Full Property Details for 165 Grand St

General

  • Price: $229,900
  • Taxes: (July 2025-June 2026)
  • Status: Under Contract
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24163904
  • Updated: 5/5/2026
  • Added to Site: 26 day(s) ago

Interior

  • Number of Rooms: 7
  • Rooms/Areas: Foyer
  • Appliances: Oven/Range, Refrigerator, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Full Bath: Stall Shower, Main

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Hardwood Floor, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, Hardwood Floor, Main
  • Kitchen: Kitchen, Main
  • Dining Room: Dining Room - Hardwood Floor, Main
  • Laundry: Lower Level

Exterior

  • Exterior Features: Shed, Porch

Location

  • County: Middlesex
  • Driving Directions: GPS friendly

School Information

  • Elementary School: Per Board of Ed
  • High School: Middletown

Heating & Cooling

  • Cooling Type: Whole House Fan, Window Unit
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Full With Hatchway
  • Roof: Asphalt Shingle, Gable
  • Attic: Yes
  • Square Feet: 1,336
  • Above Ground: 1,336 Sq. Ft.
  • Year Built: 1900

Lot Features

  • Lot Size (Acres): 0.14
  • Zoning: RPZ
  • Lot Description: Fence - Partial, Level Lot

Financial Considerations

  • Assessment Amount: $127,630
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1006374

Listed by Naples Realty Group, LLC, Jody Cox

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Listing agent

— 165 Grand St —

  • Jody Cox

    Naples Realty Group, LLC

Agent Contact: (860) 930-0681 Office Contact: (413) 650-1314

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 165 Grand St

School District:Middletown School District
NameGradesDistance
Macdonough School
66 Spring Street, Middletown, CT 06457
K-50.3 mi
Keigwin Middle School
99 Spruce Street, Middletown, CT 06457
6-1.5 mi
Beman Middle School
370 Hunting Hill Avenue, Middletown, CT 06457
6-81.7 mi
Middletown High School, Middletown, CT
200 La Rosa Lane, Middletown, CT 06457
9-121.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 165 Grand St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/30/2026
Listed
$229,900
109%
MLS
4/05/1999
Sold
$110,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 165 Grand St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,965
6%
$127,630
—
2023
$4,697
5%
$127,630
—
2023
$4,480
31%
$127,630
64%
2022
$3,417
—
$77,670
—
2021
$3,417
—
$77,670
—
2020
$3,433
—
$77,670
—
2019
$3,449
2%
$77,670
—
2018
$3,394
-22%
$77,670
-24%
2017
$4,350
3%
$102,600
—
2016
$4,227
4%
$102,600
—
2015
$4,063
-1%
$102,600
—
2014
$4,104
14%
$102,600
-4%
2011
$3,604
—
$106,640
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Naples Realty Group, LLC, Jody Cox

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165 Grand Street, Middletown, CT 06457 (MLS# 24163904) is a Single Family property with 4 bedrooms and 2 full bathrooms. 165 Grand Street is currently listed for $229,900 and was received on April 30, 2026. Want to learn more about 165 Grand Street? Do you have questions about finding other Single Family real estate for sale in Middletown? You can browse all Middletown real estate or contact a Coldwell Banker agent to request more information.

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