# 85 Oakcliff Road, Middletown, CT 06457

> **TL;DR:** 4bd/3ba single family, $585,000 ($307/sqft), built 1969, 1,908 sqft.
> Fireplace, A/C. Est. $3,129/mo. Listed 36 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $585,000 |
| Price/sqft | $307 |
| Bedrooms | 4 |
| Bathrooms | 2 full, 1 half |
| Square Feet | 1,908 |
| Year Built | 1969 |
| Lot Size | 48,352 sqft (1.11 acres) |
| Property Type | Single Family (Other) |
| Status | Active |
| Days on Market | 36 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $2,958 |
| Estimated Insurance | $171 |
| **Total** | **$3,129** |

## Nearby Schools

- **Elementary:** Per Board of Ed
- **High:** Middletown

## Key Amenities

- Fireplace
- A/C

## Property Highlights

- Built in 1969
- 1.11 acre lot
- Fireplace

## Description

### Agent 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! 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.

## Location

- **Address:** 85 Oakcliff Road, Middletown, CT 06457
- **County:** Middlesex
- **Coordinates:** 41.523264, -72.613452
- **Google Maps:** https://www.google.com/maps?q=41.523264,-72.613452

## Listing Agent

- **Name:** Carissa Mastriano
- **Brokerage:** GRL and Realtors, LLC
- **Phone:** 2039967437
- **Broker Phone:** 203-781-0000 x 203
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/85-Oakcliff-Rd_Middletown_CT_06457_M37602-43881?f=listhub&s=CTMLS&m=24198723&c=propsimple)

## Photos

![85 Oakcliff Road - Photo 1](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f1270263692r.jpg)

![85 Oakcliff Road - Photo 2](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f3882107730r.jpg)

![85 Oakcliff Road - Photo 3](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f1358034154r.jpg)

![85 Oakcliff Road - Photo 4](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f1569641007r.jpg)

![85 Oakcliff Road - Photo 5](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f3349464631r.jpg)

![85 Oakcliff Road - Photo 6](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f834853978r.jpg)

![85 Oakcliff Road - Photo 7](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f2943340895r.jpg)

![85 Oakcliff Road - Photo 8](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f1726612724r.jpg)

![85 Oakcliff Road - Photo 9](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f2137224801r.jpg)

![85 Oakcliff Road - Photo 10](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f1855359749r.jpg)

![85 Oakcliff Road - Photo 11](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f2283415r.jpg)

![85 Oakcliff Road - Photo 12](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f760888266r.jpg)

![85 Oakcliff Road - Photo 13](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f1645000119r.jpg)

![85 Oakcliff Road - Photo 14](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f119680211r.jpg)

![85 Oakcliff Road - Photo 15](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f1475646691r.jpg)

![85 Oakcliff Road - Photo 16](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f894962671r.jpg)

![85 Oakcliff Road - Photo 17](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f1769272875r.jpg)

![85 Oakcliff Road - Photo 18](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f2484696677r.jpg)

![85 Oakcliff Road - Photo 19](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f4118728217r.jpg)

![85 Oakcliff Road - Photo 20](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f960038454r.jpg)

![85 Oakcliff Road - Photo 21](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f656054969r.jpg)

![85 Oakcliff Road - Photo 22](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f780917024r.jpg)

![85 Oakcliff Road - Photo 23](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f3547314795r.jpg)

![85 Oakcliff Road - Photo 24](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f3051175676r.jpg)

![85 Oakcliff Road - Photo 25](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f2250166431r.jpg)

![85 Oakcliff Road - Photo 26](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f3292372349r.jpg)

![85 Oakcliff Road - Photo 27](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f3616093860r.jpg)

![85 Oakcliff Road - Photo 28](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f2053772929r.jpg)

![85 Oakcliff Road - Photo 29](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f3310313316r.jpg)

![85 Oakcliff Road - Photo 30](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f2712768160r.jpg)

![85 Oakcliff Road - Photo 31](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f435713774r.jpg)

![85 Oakcliff Road - Photo 32](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f2853461507r.jpg)

![85 Oakcliff Road - Photo 33](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f215283820r.jpg)

![85 Oakcliff Road - Photo 34](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f3480284563r.jpg)

![85 Oakcliff Road - Photo 35](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f1910020244r.jpg)

![85 Oakcliff Road - Photo 36](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f3008982022r.jpg)

![85 Oakcliff Road - Photo 37](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f411103431r.jpg)

![85 Oakcliff Road - Photo 38](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f2652296028r.jpg)

![85 Oakcliff Road - Photo 39](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f2893953512r.jpg)

![85 Oakcliff Road - Photo 40](http://lh.rdcpix.com/9432adad704d26f2d8ce3e9f6c107f44l-f2525797377r.jpg)

---

**MLS#:** 24198723 | **Updated:** 2026-09-12
**Source:** listhub

*Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/85-oakcliff-road-middletown-ct-06457-24198723)

---

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      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Pool Features",
        "value": "Deck"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Fireplace",
        "value": true
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Air Conditioning",
        "value": true
      }
    ],
    "additionalProperty": [
      {
        "@type": "PropertyValue",
        "name": "Lot Size",
        "value": "1.11 acres"
      },
      {
        "@type": "PropertyValue",
        "name": "Property Subtype",
        "value": "Other"
      }
    ]
  },
  "offers": {
    "@type": "Offer",
    "@id": "https://www.propertysimple.ai/listing/85-oakcliff-road-middletown-ct-06457-24198723#offer",
    "url": "https://www.propertysimple.ai/listing/85-oakcliff-road-middletown-ct-06457-24198723",
    "price": 585000,
    "priceCurrency": "USD",
    "businessFunction": "http://purl.org/goodrelations/v1#Sell",
    "availability": "https://schema.org/InStock",
    "seller": {
      "@id": "https://www.propertysimple.ai/listing/85-oakcliff-road-middletown-ct-06457-24198723#agent"
    }
  },
  "provider": {
    "@type": "Person",
    "@id": "https://www.propertysimple.ai/listing/85-oakcliff-road-middletown-ct-06457-24198723#agent",
    "name": "Carissa Mastriano",
    "telephone": "2039967437",
    "worksFor": {
      "@type": "Organization",
      "@id": "https://www.propertysimple.ai/listing/85-oakcliff-road-middletown-ct-06457-24198723#brokerage",
      "name": "GRL and Realtors, LLC",
      "telephone": "203-781-0000 x 203"
    }
  }
}
```