# 1102 W Chester Avenue, Middlesboro, KY 40965

> **TL;DR:** 3bd/1ba single family, $199,000 ($134/sqft), built 1964, 1,480 sqft.
> Fireplace, Hardwood, A/C. Est. $1,064/mo. Listed 70 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $199,000 |
| Price/sqft | $134 |
| Bedrooms | 3 |
| Bathrooms | 1 full |
| Square Feet | 1,480 |
| Year Built | 1964 |
| Lot Size | 18,644 sqft (0.43 acres) |
| Stories | 2 |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 70 |

## Why This Home Stands Out

- **Hardwood Floors** - Hardwood flooring listed

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $1,006 |
| Estimated Insurance | $58 |
| **Total** | **$1,064** |

## Nearby Schools

- **Elementary:** Middlesboro Ind
- **Middle:** Middlesboro Ind
- **High:** Middlesboro Ind

## Key Amenities

- Fireplace
- Hardwood
- A/C

## Property Highlights

- Built in 1964
- 0.43 acre lot
- 2 stories
- Fireplace

## Description

### Agent Description
Just listed 1480 sq ft historical spilt level home at 1102 W Chester Ave Middlesboro Ky. This home is in walking distance from downtown. It has three bedrooms and one bath and a large den with a beautiful fireplace. The eat in kitchen is right off the den area. There is a covered screened in porch just off the dinning area.

## Location

- **Address:** 1102 W Chester Avenue, Middlesboro, KY 40965
- **County:** Bell
- **Neighborhood:** City Limits
- **Coordinates:** 36.604874, -83.730599
- **Google Maps:** https://www.google.com/maps?q=36.604874,-83.730599

## Listing Agent

- **Name:** David Gambrell
- **Brokerage:** Coldwell Banker Bisceglia Realty & Auction Co
- **Broker Phone:** 606-269-7970
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1102-W-Chester-Ave_Middlesboro_KY_40965_M37906-30633?f=listhub&s=LBARKY&m=26022803&c=propsimple)

## Photos

![1102 W Chester Avenue - Photo 1](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1068479974r.jpg)

![1102 W Chester Avenue - Photo 2](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2834131071r.jpg)

![1102 W Chester Avenue - Photo 3](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3545688162r.jpg)

![1102 W Chester Avenue - Photo 4](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f4258149801r.jpg)

![1102 W Chester Avenue - Photo 5](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f475228634r.jpg)

![1102 W Chester Avenue - Photo 6](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f941684405r.jpg)

![1102 W Chester Avenue - Photo 7](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2878625614r.jpg)

![1102 W Chester Avenue - Photo 8](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f881446894r.jpg)

![1102 W Chester Avenue - Photo 9](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2749579049r.jpg)

![1102 W Chester Avenue - Photo 10](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1831421776r.jpg)

![1102 W Chester Avenue - Photo 11](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2980908041r.jpg)

![1102 W Chester Avenue - Photo 12](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3405986215r.jpg)

![1102 W Chester Avenue - Photo 13](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3604651528r.jpg)

![1102 W Chester Avenue - Photo 14](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1738198022r.jpg)

![1102 W Chester Avenue - Photo 15](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1208815736r.jpg)

![1102 W Chester Avenue - Photo 16](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3861978477r.jpg)

![1102 W Chester Avenue - Photo 17](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3770937498r.jpg)

![1102 W Chester Avenue - Photo 18](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2569899975r.jpg)

![1102 W Chester Avenue - Photo 19](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f84675382r.jpg)

![1102 W Chester Avenue - Photo 20](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1191352575r.jpg)

![1102 W Chester Avenue - Photo 21](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1738054841r.jpg)

![1102 W Chester Avenue - Photo 22](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f4072012397r.jpg)

![1102 W Chester Avenue - Photo 23](http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3677296000r.jpg)

---

**MLS#:** 26022803 | **Updated:** 2026-10-20
**Source:** listhub

*Copyright © 2026 ImagineMLS. 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://staging.propertysimple.ai/listing/1102-w-chester-avenue-middlesboro-ky-40965-ef0338c56c4344209972f7b3c35ee227)

---

## Structured Data

```json
{
  "@context": "https://schema.org",
  "@type": "RealEstateListing",
  "@id": "https://staging.propertysimple.ai/listing/1102-w-chester-avenue-middlesboro-ky-40965-ef0338c56c4344209972f7b3c35ee227#listing",
  "url": "https://staging.propertysimple.ai/listing/1102-w-chester-avenue-middlesboro-ky-40965-ef0338c56c4344209972f7b3c35ee227",
  "name": "1102 W Chester Avenue, Middlesboro, KY 40965",
  "description": "Just listed 1480 sq ft historical spilt level home at 1102 W Chester Ave Middlesboro Ky. This home is in walking distance from downtown. It has three bedrooms and one bath and a large den with a beautiful fireplace. The eat in kitchen is right off the den area. There is a covered screened in porch just off the dinning area.",
  "image": [
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1068479974r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2834131071r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3545688162r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f4258149801r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f475228634r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f941684405r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2878625614r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f881446894r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2749579049r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1831421776r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2980908041r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3405986215r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3604651528r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1738198022r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1208815736r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3861978477r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3770937498r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2569899975r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f84675382r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1191352575r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1738054841r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f4072012397r.jpg",
    "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3677296000r.jpg"
  ],
  "primaryImageOfPage": {
    "@type": "ImageObject",
    "url": "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1068479974r.jpg",
    "caption": "1102 W Chester Avenue - Middlesboro, KY"
  },
  "datePosted": "2026-08-21",
  "dateModified": "2026-10-20T18:57:37.852Z",
  "mainEntity": {
    "@type": "Accommodation",
    "@id": "https://staging.propertysimple.ai/listing/1102-w-chester-avenue-middlesboro-ky-40965-ef0338c56c4344209972f7b3c35ee227#property",
    "name": "1102 W Chester Avenue, Middlesboro, KY 40965",
    "address": {
      "@type": "PostalAddress",
      "streetAddress": "1102 W Chester Avenue",
      "addressLocality": "Middlesboro",
      "addressRegion": "KY",
      "postalCode": "40965",
      "addressCountry": "US"
    },
    "geo": {
      "@type": "GeoCoordinates",
      "latitude": 36.604874,
      "longitude": -83.730599
    },
    "image": [
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1068479974r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2834131071r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3545688162r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f4258149801r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f475228634r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f941684405r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2878625614r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f881446894r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2749579049r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1831421776r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2980908041r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3405986215r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3604651528r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1738198022r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1208815736r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3861978477r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3770937498r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f2569899975r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f84675382r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1191352575r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f1738054841r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f4072012397r.jpg",
      "http://lh.rdcpix.com/1662c30e4cc8fc1f98ba05f2ff52235fl-f3677296000r.jpg"
    ],
    "identifier": {
      "@type": "PropertyValue",
      "propertyID": "MLS",
      "value": "26022803"
    },
    "accommodationCategory": "Single Family Residence",
    "numberOfBedrooms": 3,
    "numberOfBathroomsTotal": 1,
    "numberOfFullBathrooms": 1,
    "floorSize": {
      "@type": "QuantitativeValue",
      "value": 1480,
      "unitCode": "FTK",
      "unitText": "square feet"
    },
    "yearBuilt": 1964,
    "amenityFeature": [
      {
        "@type": "LocationFeatureSpecification",
        "name": "Heating",
        "value": "Electric (Heating), Heat Pump (Heating)"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Cooling",
        "value": "Central Air, Heat Pump, Electric"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Appliances",
        "value": "Refrigerator, Range, Vented Exhaust Fan, Refrigerator, Range, Vented Exhaust Fan"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Flooring",
        "value": "Carpet, Hardwood"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Construction Materials",
        "value": "Aluminum Siding,  Brick"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Parking Features",
        "value": "Driveway, Off Street"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Fireplace",
        "value": true
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Air Conditioning",
        "value": true
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Hardwood Floors",
        "value": true
      }
    ],
    "additionalProperty": [
      {
        "@type": "PropertyValue",
        "name": "Lot Size",
        "value": "0.43 acres"
      },
      {
        "@type": "PropertyValue",
        "name": "Stories",
        "value": 2
      },
      {
        "@type": "PropertyValue",
        "name": "Property Subtype",
        "value": "Single Family Residence"
      }
    ]
  },
  "offers": {
    "@type": "Offer",
    "@id": "https://staging.propertysimple.ai/listing/1102-w-chester-avenue-middlesboro-ky-40965-ef0338c56c4344209972f7b3c35ee227#offer",
    "url": "https://staging.propertysimple.ai/listing/1102-w-chester-avenue-middlesboro-ky-40965-ef0338c56c4344209972f7b3c35ee227",
    "price": 199000,
    "priceCurrency": "USD",
    "businessFunction": "http://purl.org/goodrelations/v1#Sell",
    "availability": "https://schema.org/InStock",
    "seller": {
      "@id": "https://staging.propertysimple.ai/listing/1102-w-chester-avenue-middlesboro-ky-40965-ef0338c56c4344209972f7b3c35ee227#agent"
    }
  },
  "provider": {
    "@type": "Person",
    "@id": "https://staging.propertysimple.ai/listing/1102-w-chester-avenue-middlesboro-ky-40965-ef0338c56c4344209972f7b3c35ee227#agent",
    "name": "David Gambrell",
    "worksFor": {
      "@type": "Organization",
      "@id": "https://staging.propertysimple.ai/listing/1102-w-chester-avenue-middlesboro-ky-40965-ef0338c56c4344209972f7b3c35ee227#brokerage",
      "name": "Coldwell Banker Bisceglia Realty & Auction Co",
      "telephone": "606-269-7970"
    }
  }
}
```