# 765 Sleepy Hollow Rd., Jamestown, TN 38556

> **TL;DR:** 2bd/0ba single family, $36,000 ($56/sqft), built 1980, 640 sqft. Est. $193/mo.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $36,000 |
| Price/sqft | $56 |
| Bedrooms | 2 |
| Square Feet | 640 |
| Year Built | 1980 |
| Lot Size | 21,344 sqft (0.49 acres) |
| Stories | 1 |
| Property Type | Single Family (Other) |
| Status | Active |
| Days on Market | 0 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $182 |
| Estimated Insurance | $11 |
| **Total** | **$193** |

## Property Highlights

- Built in 1980
- 0.49 acre lot

## Description

### Agent Description
Handyman Special! This could be made into a nice cabin or rustic retreat. Conveniently located 10 minutes to Jamestown and close to Parks and recreation. The structure is being sold "AS IS" there is currently a water meter on the property and electricity is on. Buyer to verify all info. Nice 1/2-acre lot with circle drive. Bring your hammer and make this your next money maker or hideaway.

## Location

- **Address:** 765 Sleepy Hollow Rd., Jamestown, TN 38556
- **County:** Fentress
- **Coordinates:** 36.461577, -84.903844
- **Google Maps:** https://www.google.com/maps?q=36.461577,-84.903844

## Virtual Tour & Media

- **Video Tour:** tour.usamls.net/765-Sleepy-Hollow-Rd-Jamestown-TN-38556/unbranded

## Listing Agent

- **Name:** Lori Buck
- **Brokerage:** Highlands Elite Real Estate LLC - Crvl
- **Broker Phone:** 9317106070
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/765-Sleepy-Hollow-Rd_Jamestown_TN_38556_M82480-12085?f=listhub&s=UCARTN&m=247159&c=propsimple)

## Photos

![765 Sleepy Hollow Rd. - Photo 1](http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f3032210754r.jpg)

![765 Sleepy Hollow Rd. - Photo 2](http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2686625123r.jpg)

![765 Sleepy Hollow Rd. - Photo 3](http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2384302378r.jpg)

![765 Sleepy Hollow Rd. - Photo 4](http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2093712315r.jpg)

![765 Sleepy Hollow Rd. - Photo 5](http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2206329447r.jpg)

![765 Sleepy Hollow Rd. - Photo 6](http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f4083896181r.jpg)

![765 Sleepy Hollow Rd. - Photo 7](http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f4237347393r.jpg)

![765 Sleepy Hollow Rd. - Photo 8](http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f1683466607r.jpg)

![765 Sleepy Hollow Rd. - Photo 9](http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2370669742r.jpg)

![765 Sleepy Hollow Rd. - Photo 10](http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f470509676r.jpg)

![765 Sleepy Hollow Rd. - Photo 11](http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f1589705415r.jpg)

![765 Sleepy Hollow Rd. - Photo 12](http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f336490965r.jpg)

![765 Sleepy Hollow Rd. - Photo 13](http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f4114290301r.jpg)

![765 Sleepy Hollow Rd. - Photo 14](http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f3992979281r.jpg)

---

**MLS#:** 247159 | **Updated:** 2026-10-29
**Source:** listhub

*Copyright © 2026 Upper Cumberland Association of Realtors. 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/765-sleepy-hollow-rd-jamestown-tn-38556-a64b74adfaef480895ee9260abd6a192)

---

## Structured Data

```json
{
  "@context": "https://schema.org",
  "@type": "RealEstateListing",
  "@id": "https://staging.propertysimple.ai/listing/765-sleepy-hollow-rd-jamestown-tn-38556-a64b74adfaef480895ee9260abd6a192#listing",
  "url": "https://staging.propertysimple.ai/listing/765-sleepy-hollow-rd-jamestown-tn-38556-a64b74adfaef480895ee9260abd6a192",
  "name": "765 Sleepy Hollow Rd., Jamestown, TN 38556",
  "description": "Handyman Special! This could be made into a nice cabin or rustic retreat. Conveniently located 10 minutes to Jamestown and close to Parks and recreation. The structure is being sold \"AS IS\" there is currently a water meter on the property and electricity is on. Buyer to verify all info. Nice 1/2-acre lot with circle drive. Bring your hammer and make this your next money maker or hideaway.",
  "image": [
    "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f3032210754r.jpg",
    "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2686625123r.jpg",
    "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2384302378r.jpg",
    "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2093712315r.jpg",
    "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2206329447r.jpg",
    "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f4083896181r.jpg",
    "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f4237347393r.jpg",
    "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f1683466607r.jpg",
    "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2370669742r.jpg",
    "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f470509676r.jpg",
    "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f1589705415r.jpg",
    "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f336490965r.jpg",
    "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f4114290301r.jpg",
    "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f3992979281r.jpg"
  ],
  "primaryImageOfPage": {
    "@type": "ImageObject",
    "url": "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f3032210754r.jpg",
    "caption": "765 Sleepy Hollow Rd. - Jamestown, TN"
  },
  "datePosted": "2026-10-29T15:34:36.404Z",
  "dateModified": "2026-10-29T15:34:36.404Z",
  "mainEntity": {
    "@type": "Accommodation",
    "@id": "https://staging.propertysimple.ai/listing/765-sleepy-hollow-rd-jamestown-tn-38556-a64b74adfaef480895ee9260abd6a192#property",
    "name": "765 Sleepy Hollow Rd., Jamestown, TN 38556",
    "address": {
      "@type": "PostalAddress",
      "streetAddress": "765 Sleepy Hollow Rd.",
      "addressLocality": "Jamestown",
      "addressRegion": "TN",
      "postalCode": "38556",
      "addressCountry": "US"
    },
    "geo": {
      "@type": "GeoCoordinates",
      "latitude": 36.461577,
      "longitude": -84.903844
    },
    "image": [
      "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f3032210754r.jpg",
      "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2686625123r.jpg",
      "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2384302378r.jpg",
      "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2093712315r.jpg",
      "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2206329447r.jpg",
      "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f4083896181r.jpg",
      "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f4237347393r.jpg",
      "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f1683466607r.jpg",
      "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f2370669742r.jpg",
      "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f470509676r.jpg",
      "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f1589705415r.jpg",
      "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f336490965r.jpg",
      "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f4114290301r.jpg",
      "http://lh.rdcpix.com/fd33de73694a50bae1e47d54004691b4l-f3992979281r.jpg"
    ],
    "identifier": {
      "@type": "PropertyValue",
      "propertyID": "MLS",
      "value": "247159"
    },
    "accommodationCategory": "Other",
    "numberOfBedrooms": 2,
    "floorSize": {
      "@type": "QuantitativeValue",
      "value": 640,
      "unitCode": "FTK",
      "unitText": "square feet"
    },
    "yearBuilt": 1980,
    "amenityFeature": [
      {
        "@type": "LocationFeatureSpecification",
        "name": "Heating",
        "value": "Electric (Heating)"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Construction Materials",
        "value": "Frame,  Wood Siding"
      }
    ],
    "additionalProperty": [
      {
        "@type": "PropertyValue",
        "name": "Lot Size",
        "value": "0.49 acres"
      },
      {
        "@type": "PropertyValue",
        "name": "Stories",
        "value": 1
      },
      {
        "@type": "PropertyValue",
        "name": "Property Subtype",
        "value": "Other"
      }
    ]
  },
  "offers": {
    "@type": "Offer",
    "@id": "https://staging.propertysimple.ai/listing/765-sleepy-hollow-rd-jamestown-tn-38556-a64b74adfaef480895ee9260abd6a192#offer",
    "url": "https://staging.propertysimple.ai/listing/765-sleepy-hollow-rd-jamestown-tn-38556-a64b74adfaef480895ee9260abd6a192",
    "price": 36000,
    "priceCurrency": "USD",
    "businessFunction": "http://purl.org/goodrelations/v1#Sell",
    "availability": "https://schema.org/InStock",
    "seller": {
      "@id": "https://staging.propertysimple.ai/listing/765-sleepy-hollow-rd-jamestown-tn-38556-a64b74adfaef480895ee9260abd6a192#agent"
    }
  },
  "provider": {
    "@type": "Person",
    "@id": "https://staging.propertysimple.ai/listing/765-sleepy-hollow-rd-jamestown-tn-38556-a64b74adfaef480895ee9260abd6a192#agent",
    "name": "Lori Buck",
    "worksFor": {
      "@type": "Organization",
      "@id": "https://staging.propertysimple.ai/listing/765-sleepy-hollow-rd-jamestown-tn-38556-a64b74adfaef480895ee9260abd6a192#brokerage",
      "name": "Highlands Elite Real Estate LLC - Crvl",
      "telephone": "9317106070"
    }
  }
}
```