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For salePrice cut: $30K (10/23)
$555,000
4beds
1,908sqft

85 Oakcliff Road, Middletown, CT 06457

4beds
1,908sqft
Single Family Residence
Built in 1969
1.11 Acres Lot
$291/sqft

What's special

Private settingVersatile walk-out lower levelNew windows throughoutUpdated kitchenRemodeled baths

Welcome Home! 85 Oakcliff is a beautifully updated 4-bedroom, 2.5 bath home in a desirable Middletown neighborhood, privately set back from the road. Featuring an updated kitchen, new windows throughout, remodeled baths and a finished walk-out basement with a full bathroom this home offers space, flexibility and privacy. The finished lower level provides potential for an in-law apartment or separate living space, subject to town approval, making it ideal for extended family, guests, a home office or recreation. The expansive deck overlooks a beautiful yard for entertaining, a game of catch or running with your favorite four legged pal. Close to major highways, 20 minutes from Downtown Hartford, 35 minutes to New Haven, 45 minutes to CT Casinos, a little over an hour to the Rhode Island line and minutes from Wesleyan University, great shopping and restaurants in downtown Middletown! Major updates include: Brand New Septic- 2019 Kitchen remodeled - 2024 All windows replaced - 2024 Basement remodeled - 2023 Garage doors replaced - 2023 Full bathroom remodeled - 2022 AC air handler & condenser - 2021 Electrical upgrades & generator hookup - 2021 Well pump - 2021 Front door - 2021 Paver walkway & gutter/fascia improvements - 2020 Chimney repair & cap - approx. 2019 Boiler -2014 With a private setting, extensive updates, 4 bedrooms, 2.5 baths and a versatile walk-out lower level, this Middletown Colonial is ready to welcome its next owner! The storage shelving in the mudroom will convey with the house as well as any window /curtain hardware, couch, desk and bookcase in the basement.

75 days
1,022
83
Source: Smart MLS,MLS#: 24198723MLS Logo
Travel times

Living Room

Kitchen

Primary Bedroom

Zillow last checked:

Listing updated:

Listed by:

Carissa Mastriano (203)996-7437,

GRL & Realtors, LLC 203-781-0000

Source: Smart MLS,MLS#: 24198723MLS Logo

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 4
  • Bathrooms: 3
  • Full bathrooms: 2
  • 1/2 bathrooms: 1
Primary bedroom
  • Level: Upper
Bedroom
  • Level: Upper
Bedroom
  • Level: Upper
Bedroom
  • Level: Upper
Dining room
  • Level: Main
Living room
  • Features: Fireplace
  • Level: Main
Heating
  • Forced Air, Oil
Cooling
  • Central Air
Appliances
  • Included: Electric Cooktop, Electric Range, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Water Heater
  • Laundry: Lower Level, Mud Room
Features
  • Smart Thermostat
  • Basement: Full,Finished
  • Attic: Walk-up
  • Number of fireplaces: 1
Interior area
  • Total structure area: 1,908
  • Total interior livable area: 1,908 sqft
  • Finished area above ground: 1,908

Property

Parking
  • Total spaces: 2
  • Parking features: Attached, Garage Door Opener
  • Attached garage spaces: 2
Features
  • Patio & porch: Deck
  • Exterior features: Rain Gutters
Lot
  • Size: 1.11 Acres
  • Features: Few Trees
Details
  • Additional structures: Shed(s)
  • Parcel number: 1013565
  • Zoning: R-30

Construction

Type & style
  • Home type: SingleFamily
  • Architectural style: Colonial
  • Property subtype: Single Family Residence
Materials
  • Vinyl Siding
  • Foundation: Concrete Perimeter
  • Roof: Asphalt
Condition
  • New construction: No
  • Year built: 1969

Utilities & green energy

  • Sewer: Septic Tank
  • Water: Well
  • Utilities for property: Cable Available
Green energy
  • Energy efficient items: Thermostat

Community & HOA

Community
  • Features: Golf, Library, Medical Facilities, Shopping/Mall
HOA
  • Has HOA: No
Location
  • Region: Middletown

Financial & listing details

  • Price per square foot: $291/sqft
  • Tax assessed value: $237,070
  • Annual tax amount: $9,154
  • Date on market: 8/17/2026

Price history

DateEventPrice
10/23/2026Price change$555,000-5.1%$291/sqft
Source: Smart MLS #24198723 Report a problem
9/12/2026Price change$585,000-3.3%$307/sqft
Source: Smart MLS #24198723 Report a problem
9/5/2026Price change$605,000-1.6%$317/sqft
Source: Smart MLS #24198723 Report a problem
8/17/2026Listed for sale$615,000+112.1%$322/sqft
Source: Smart MLS #24198723 Report a problem
10/25/2019Sold$289,900$152/sqft
Source: Smart MLS #170230263 Report a problem
7/9/2019Price change$289,900-3.3%$152/sqft
Source: Robert C. White & Co., LLC #170186008 Report a problem
5/18/2019Price change$299,900-3.2%$157/sqft
Source: Robert C. White & Co., LLC #170186008 Report a problem
5/1/2019Price change$309,900-2.5%$162/sqft
Source: Robert C. White & Co., LLC #170186008 Report a problem
4/22/2019Listed for sale$317,900+2.6%$167/sqft
Source: Robert C. White & Co., LLC #170186008 Report a problem
11/3/2018Listing removed$309,900$162/sqft
Source: Robert C. White & Co., LLC #170103069 Report a problem
9/13/2018Price change$309,900-1.6%$162/sqft
Source: Robert C. White & Co., LLC #170103069 Report a problem
8/5/2018Price change$315,000-3.1%$165/sqft
Source: Robert C. White & Co., LLC #170103069 Report a problem
7/20/2018Listed for sale$325,000-1.5%$170/sqft
Source: Robert C. White & Co., LLC #170103069 Report a problem
6/30/2005Sold$330,000$173/sqft
Source: Smart MLS #G375565 Report a problem

Public tax history

YearProperty taxesTax assessment
2025$8,774 +4.5%$237,070
2024$8,395 +5.4%$237,070
2023$7,968 +7.5%$237,070 +31.9%
2022$7,412 +0.4%$179,670
2021$7,380 +0.2%$179,670
2020$7,367 -0.5%$179,670
2019$7,403 +3.6%$179,670
2018$7,148 -11.6%$179,670 -14%
2017$8,085 +4.3%$209,020
2015$7,748 +0.1%$209,020
2014$7,740 +20.8%$209,020 +2.2%
2013$6,409 +2.6%$204,460
2012$6,246 +3%$204,460
2011$6,066 -0.7%$204,460
2010$6,109 +3.5%$204,460
2009$5,905 +13.3%$204,460
2008$5,214 -1.1%$204,460 +40.3%
2007$5,271 $145,680
2006$5,271 +8.4%$145,680
2005$4,863 +5.6%$145,680
2004$4,606 +3.2%$145,680
2003$4,464 $145,680
Find assessor info on the county website

Monthly payment

Est. payment
$3,869/mo
Principal & interest
$2990
Property taxes
$879
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Estimated market value

Not available

Estimated sales range

Not available

Not available

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 06457

Nearby schools

Bielefield School
Grades PK-5 • 1.6 miles
3/10
GreatSchools® Rating
Test Score Rating
2/10
Student Progress Rating
3/10
Beman Middle School
Grades 7-8 • 2 miles
4/10
GreatSchools® Rating
Test Score Rating
4/10
Student Progress Rating
3/10
Middletown High School
Grades 9-12 • 5.1 miles
4/10
GreatSchools® Rating
College Readiness Rating
4/10