For Sale
Price CutPrice Drop: $20K (09/12)
Single family home for sale at 85 Oakcliff Rd, Middletown, CT 06457 | MLS# 24198723 | Listing updated on 2026-09-20
Photo 1 of Single family home for sale at 85 Oakcliff Rd, Middletown, CT 06457 | MLS# 24198723 | Listing updated on 2026-09-20
Photo 2 of Single family home for sale at 85 Oakcliff Rd, Middletown, CT 06457 | MLS# 24198723 | Listing updated on 2026-09-20
Photo 3 of Single family home for sale at 85 Oakcliff Rd, Middletown, CT 06457 | MLS# 24198723 | Listing updated on 2026-09-20
Photo 4 of Single family home for sale at 85 Oakcliff Rd, Middletown, CT 06457 | MLS# 24198723 | Listing updated on 2026-09-20
36+
Beds Icon

Street View

$585,000

Monthly Est:$2,912

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon1,908sqft

85 Oakcliff Rd, Middletown, CT 06457

$2,912/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1969

  • $-- HOA

  • 1.11 acres lot

  • $307/sq.ft

Description

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!

  • Houzeo last checked: 48 minutes ago
  • Listing updated: September 20, 2026 at 11:40 pm
  • Listing Provided by: Carissa Mastriano | GRL & Realtors, LLC
  • Source: SMART MLS-CT | MLS#: 24198723 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Middlesex County

  • City

    Middletown

  • Neighborhood

    --

  • Year Built

    1969

  • HOA Fees

    -

  • Finished Area

    1,908 sqft

  • Lot Size

    1.11 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24198723

  • MLS Status

    Active

  • Days on Market

    51

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 3

Interior

  • Sewer

    Septic

  • Cooling

    Central Air

  • Interior Features

    Auto Garage Door Opener, Cable Available

  • Exterior Features

    Shed, Deck, Gutters

  • Appliances

    Electric Cooktop, Electric Range, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer

  • Heating

    Oil

Construction

  • Year Built

    Year Built: 1969

  • Home type

    Single Family Residence

  • Foundation Details

    Concrete

  • Roof

    Asphalt Shingle

  • Architectural Style

    Colonial

Utilities & Energy

  • Parking Features

    Attached Garage

  • Laundry Features

    Lower Level

  • Basement

    Full, Fully Finished, Full With Walk Out

  • Water Source

    Private Well

Other Features

  • Subdivision Name

    N/a

  • Lot Features

    Lightly Wooded

Price History

DateEventPrice

09/12/2026

Source: mls_logoSMART MLS-CT #24198723

Price Decreased

$585,000 -3.31%

$307/sqft

09/05/2026

Source: mls_logoSMART MLS-CT #24198723

Price Decreased

$605,000 -1.63%

$317/sqft

08/17/2026

Source: mls_logoSMART MLS-CT #24198723

Listed for Sale

$615,000 +112.14%

$322/sqft

10/25/2019

Source: #170230263

Price Decreased

$289,900 -12.15%

$152/sqft

04/27/2005

Source: #G375565

Sold

$330,000

$173/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 08, 2026, 07:30AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group