Homes for sale › Jamestown, TN › 765 Sleepy Hollow Rd

765 Sleepy Hollow Rd

Jamestown, TN 38556 · 2 bedrooms · listed September 15, 2026

  • 765 Sleepy Hollow Rd, Sleepy Hollow, Jamestown TN, 2-bed home, photo 1
  • 765 Sleepy Hollow Rd, Sleepy Hollow, Jamestown TN, 2-bed home, photo 2
  • 765 Sleepy Hollow Rd, Sleepy Hollow, Jamestown TN, 2-bed home, photo 3
  • 765 Sleepy Hollow Rd, Sleepy Hollow, Jamestown TN, 2-bed home, photo 4
  • 765 Sleepy Hollow Rd, Sleepy Hollow, Jamestown TN, 2-bed home, photo 5
  • 765 Sleepy Hollow Rd, Sleepy Hollow, Jamestown TN, 2-bed home, photo 6
  • 765 Sleepy Hollow Rd, Sleepy Hollow, Jamestown TN, 2-bed home, photo 7
  • 765 Sleepy Hollow Rd, Sleepy Hollow, Jamestown TN, 2-bed home, photo 8
  • 765 Sleepy Hollow Rd, Sleepy Hollow, Jamestown TN, 2-bed home, photo 9
  • 765 Sleepy Hollow Rd, Sleepy Hollow, Jamestown TN, 2-bed home, photo 10
  • 765 Sleepy Hollow Rd, Sleepy Hollow, Jamestown TN, 2-bed home, photo 11
  • 765 Sleepy Hollow Rd, Sleepy Hollow, Jamestown TN, 2-bed home, photo 12
  • 765 Sleepy Hollow Rd, Sleepy Hollow, Jamestown TN, 2-bed home, photo 13
  • 765 Sleepy Hollow Rd, Sleepy Hollow, Jamestown TN, 2-bed home, photo 14

These 14 photographs did not arrive with room names, so this home cannot be re-ordered by room — it keeps the order the listing agent chose.

The Home

At a glance

Bedrooms
2
Sq ft
640
Built
1980
More property facts 1 more
Acres
0.49

Thinking of selling a home like this one?

Free, no sign-up, and based on asking prices of active listings only.

Try Asktimate →

Not an appraisal. Asking prices differ from what homes sell for. Your address is never sold.

Are you ready to buy this one?

Free. Twelve questions, and you will know exactly what stands between you and this house — and what to fix first.

Send my free checklist →

About this home AI summary

Cabin home, built 1980. Two bedrooms, 640 sq ft on 0.49 acres in Jamestown, TN 38556. In the Sleepy Hollow subdivision.

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''…

Notes from the listing agent →

Facts only, from the MLS record — style, size, age, rooms and features. No opinion about the home, the street or the price.

Can I afford this one?

Find out free — payment, taxes, insurance and the cash you would need at closing, worked from this home's own price.

Show me the numbers →

There may be more documents on this home

Disclosures, plat, HOA papers. Want to see them? They are free.

Get these documents →

Photographs can be deceiving.

See this one in real life.

Book a one-time showing →

“My place is better than this.”

Find out what yours would list for.

Get my free listing estimate →

Or see what homes like yours nearby are listed at: Asktimate. Free, asking prices only.

The Neighborhood

765 Sleepy Hollow Rd is one of 143 homes for sale in Jamestown, TN right now.

See every home for sale in Jamestown, TN →

Taxes

$45 / year

This is the seller's current tax bill — not what a buyer would pay. Tennessee reassesses on a county cycle, and a sale can move the number, sometimes by a lot.

The tax year, the county's assessment and the parcel number are not available from this feed. A multi-year history is not yet available for this county.

Map

Community places around this address will appear here when available. If the map does not appear, open this address in Google Maps.

What can I afford?

Pick a number. The answer comes to your inbox — no credit pull, and a live loan officer to talk to if you want one.

Comments on this home

Readers' notes about the house and the street — the place, never the people.

    No comments yet.