1105 Winding Way Rd

3,800 Sq. Ft.
$421 / Sq. Ft.
3,800
Sq. Ft.
$421
per Sq. Ft.

Description

Absolutely breathtaking 1940s Tudor estate on one of East Nashville’s most beloved and picturesque streets, Winding Way. Set on nearly ¾ of an acre, this remarkable home feels like a true piece of neighborhood history—where timeless architecture, mature trees, and generations of memories come together. Inside, original hardwoods, exquisite moldings, oversized living spaces, and a glowing, fully functional fireplace immediately welcome you home.
The thoughtfully renovated kitchen blends historic character
...Absolutely breathtaking 1940s Tudor estate on one of East Nashville’s most beloved and picturesque streets, Winding Way. Set on nearly ¾ of an acre, this remarkable home feels like a true piece of neighborhood history—where timeless architecture, mature trees, and generations of memories come together. Inside, original hardwoods, exquisite moldings, oversized living spaces, and a glowing, fully functional fireplace immediately welcome you home.
The thoughtfully renovated kitchen blends historic character with modern luxury, featuring a custom island, deVOL by Perrin & Rowe fixtures, Bosch, Bertazzoni, and Jenn-Air appliances, plus a stunning copper wet bar and butler’s pantry with an additional oven—perfect for gathering, celebrating, and entertaining. The main-level primary suite offers its own private sitting room, while upstairs you’ll find three spacious bedrooms and a newly added children’s bonus room.
A massive unfinished basement provides incredible future potential, while the gated entry and three-car carport add both privacy and convenience. Directly across the street sits Jackson Park, and a private rear gate leads straight into Isaac Litton’s playground, making this a dream setting for families. Just steps to Mr. Aaron’s Bagels, Sip Coffee, Inglewood Library, and Riverside Village. Zoned for Dan Mills Elementary—this is a rare East Nashville legacy home where history and heart live side by side.

Listing Agent

  1. Robert Drimmer

    Robert Drimmer

    Listing Agent

    Compass

Property Details for 1105 Winding Way Road

Architectural Style
Tudor
Subdivision Name
Jackson Park
Waterfront
No
LISTING UPDATED: 01/13/2026 01:39 PM

Property Details for 1105 Winding Way Road

StatusComing Soon
MLS #3080501
Days on Market-
Taxes$6,597 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1941
Lot Size0.71 AC / 30,927 SF
CountyDavidson County
Buyer's Agent Compensation3%
Add your commute

Building Information for 1105 Winding Way Road

Stories2Year Built1941Building Size-Lot Size0.71 AC / 30,927 SF

Payment Calculator

$8,347 per month

30 year fixed, 6.15% Interest

Principal and Interest

$7,798

Property Taxes

$550

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 1105 Winding Way Road

Summary
Location and General Information
  • Directions: From Downtown Interstate, take Broadmoor, right to Gallatin Rd to left on Winding Way. Home on left.
  • Elementary School: Dan Mills Elementary
  • High School: Stratford STEM Magnet School Upper Campus
  • Levels: Two
  • Living Area Source: Professional Measurement
  • Living Area Units: Square Feet
  • Middle Or Junior School: Isaac Litton Middle
  • Mlg Can View: Yes
Parking
  • Total Non Garage Parking Spaces: 6.0
  • Garage Spaces: .00
  • Parking Features: Detached, Concrete, Driveway
  • Parking Total: 9.00
Taxes and HOA Information
  • Condo Coop Association YN: No
Property
Building Information
  • Above Grade Finished Area Source: Professional Measurement
  • Above Grade Finished Area Units: Square Feet
  • Below Grade Finished Area Source: Professional Measurement
  • Below Grade Finished Area Units: Square Feet
  • Building Area Source: Professional Measurement
  • Building Area Units: Square Feet
  • Flooring: Wood, Marble, Tile
Lot Information
  • Lot Size Source: Assessor
  • Lot Size Units: Acres
  • Parcel Number: 06107027900
  • Lot Size Area: 0.71
Property and Assessments
  • Construction Materials: Brick
  • Documents Count: 0
  • New Construction: No
  • Possession: Close Of Escrow
  • Property Attached: No
  • Senior Community: No
  • Stories: 2
  • Year Built Details: Historic
Utilities
  • Basement: Full, Unfinished
  • Cooling: Central Air, Electric
  • Cooling: Yes
  • Heating: Central, Electric, Natural Gas
  • Heating: Yes
  • Sewer: Public Sewer
  • Utilities: Electricity Available, Natural Gas Available, Water Available
  • Water Source: Public
Interior and Exterior Features
Interior Features
  • Appliances: Electric Oven, Gas Range, Dishwasher, Disposal, Refrigerator
  • Fireplace Features: Family Room, Gas
  • Fireplaces Total: 1
  • Fireplace: Yes
  • Interior Features: Bookcases, Built-in Features, Extra Closets, High Ceilings, Pantry, Walk-In Closet(s), Wet Bar, Kitchen Island
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
Bedroom Information
  • Main Level Beds: 1
Exterior Features
  • Attached Garage: No
  • Carport Spaces: 3
  • Carport: Yes
  • Covered Spaces: 3.00
  • Exterior Features: No Dock
  • Garage: No
  • Patio And Porch Features: Porch, Covered
  • Pool Private: No
  • Roof: Shingle
  • View YN: No
Room Information
Room 1
  • Room Dimensions: 24x22
  • Room Features: Suite
  • Room Type: Bedroom 1
Room 2
  • Room Dimensions: 18x15
  • Room Type: Bedroom 2
Room 3
  • Room Dimensions: 16x12
  • Room Type: Bedroom 3
Room 4
  • Room Dimensions: 17x17
  • Room Features: Bath
  • Room Type: Bedroom 4
Room 5
  • Room Features: Primary Bedroom
  • Room Type: Master Bathroom
Room 6
  • Room Dimensions: 17x14
  • Room Features: Paneled
  • Room Type: Den
Room 7
  • Room Dimensions: 20x10
  • Room Type: Recreation Room
Room 8
  • Room Dimensions: 12x12
  • Room Features: Formal
  • Room Type: Dining Room
Room 9
  • Room Dimensions: 18x13
  • Room Type: Kitchen
Room 10
  • Room Dimensions: 18x12
  • Room Features: Great Room
  • Room Type: Living Room
Room 11
  • Room Dimensions: 12x11
  • Room Features: Office
  • Room Type: Other Room

Property History for 1105 Winding Way Road

DateEvent & SourcePriceAppreciation
Feb 2, 2025

Closed

REALTRACS #2769343

$1,454,000—
Jan 22, 2025

Closed (Public Record)

Public Record #1549928037

$145,400

-51.4% / yr

Dec 21, 2024

Contract - Not Showing

REALTRACS #2769343

—
Dec 21, 2024

Contract - Showing

REALTRACS #2769343

—
Dec 14, 2024

Listed (Active)

REALTRACS #2769343

$1,454,000—
Apr 12, 2022

Closed (Public Record)

Public Record #1488150942

$1,080,000

+13.6% / yr

Apr 12, 2022

Closed

REALTRACS #2355757

$1,080,000—
Mar 11, 2022

Contract - Not Showing

REALTRACS #2355757

—
Mar 7, 2022

Price Change

REALTRACS #2355757

$1,150,000—
Feb 4, 2022

Listed (Active)

REALTRACS #2355757

$1,175,000—
Nov 9, 2021

Expired

REALTRACS #2282313

$1,200,000—
Sep 17, 2021

Withdrawn

REALTRACS #2282316

$1,200,000—
Aug 20, 2021

Listed (Active)

REALTRACS #2282316

—
Aug 20, 2021

Listed (Active)

REALTRACS #2282313

—
Aug 9, 2021

Listed (Active)

REALTRACS #2282313

$1,200,000—
Aug 9, 2021

Listed (Active)

REALTRACS #2282316

$1,200,000—
Jan 17, 2014

Closed (Public Record)

Public Record #409234310

$379,000—
Jan 17, 2014

Closed

REALTRACS #1492115

$379,000—
Nov 29, 2013

Expired

REALTRACS #1492117

$399,900—
Nov 2, 2013

Contract - Not Showing

REALTRACS #1492115

—
Oct 18, 2013

Listed (Active)

REALTRACS #1492115

$409,900—
Oct 17, 2013

Listed (Active)

REALTRACS #1492117

$409,900—
Oct 2, 2013

Withdrawn

REALTRACS #1471150

$399,900—
Oct 1, 2013

Withdrawn

REALTRACS #1484212

—
Sep 15, 2013

Listed (Active)

REALTRACS #1484212

$409,900—
Jul 26, 2013

Listed (Active)

REALTRACS #1471150

$429,900—
DateEvent & SourcePrice
02/02/2025

Closed

REALTRACS #2769343

$1,454,000
01/22/2025

Closed (Public Record)

Public Record #1549928037

$145,400

-51.4% / yr

12/21/2024

Contract - Not Showing

REALTRACS #2769343

—
12/21/2024

Contract - Showing

REALTRACS #2769343

—
12/14/2024

Listed (Active)

REALTRACS #2769343

$1,454,000
04/12/2022

Closed (Public Record)

Public Record #1488150942

$1,080,000

+13.6% / yr

04/12/2022

Closed

REALTRACS #2355757

$1,080,000
03/11/2022

Contract - Not Showing

REALTRACS #2355757

—
03/07/2022

Price Change

REALTRACS #2355757

$1,150,000
02/04/2022

Listed (Active)

REALTRACS #2355757

$1,175,000
11/09/2021

Expired

REALTRACS #2282313

$1,200,000
09/17/2021

Withdrawn

REALTRACS #2282316

$1,200,000
08/20/2021

Listed (Active)

REALTRACS #2282316

—
08/20/2021

Listed (Active)

REALTRACS #2282313

—
08/09/2021

Listed (Active)

REALTRACS #2282313

$1,200,000
08/09/2021

Listed (Active)

REALTRACS #2282316

$1,200,000
01/17/2014

Closed (Public Record)

Public Record #409234310

$379,000
01/17/2014

Closed

REALTRACS #1492115

$379,000
11/29/2013

Expired

REALTRACS #1492117

$399,900
11/02/2013

Contract - Not Showing

REALTRACS #1492115

—
10/18/2013

Listed (Active)

REALTRACS #1492115

$409,900
10/17/2013

Listed (Active)

REALTRACS #1492117

$409,900
10/02/2013

Withdrawn

REALTRACS #1471150

$399,900
10/01/2013

Withdrawn

REALTRACS #1484212

—
09/15/2013

Listed (Active)

REALTRACS #1484212

$409,900
07/26/2013

Listed (Active)

REALTRACS #1471150

$429,900

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1105 Winding Way Road

Taxable ValueLand$94,500Additions$223,600Total$318,100
Tax Record2025$8,951 ($746 / month)
Home Facts
Beds6Baths3Total Finished SqFt3,599 SqFtAbove Grade Finished SqFt3,599 SqFtStories2Lot Size30,928 SqFtStyleSingle Family ResidenceYear Built1941ZoningRS10CountyDAVIDSONAPN061-07-0-279-00

Schools near 1105 Winding Way Road

This home is within Davidson County.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 6 to 12
Charter - 5 to 8
Rating
School
Distance
Dan Mills Elementary School
PublicPK to 5

Isaac Litton Middle School
Public6 to 8

Stratford Stem Magnet School
Public6 to 12

Liberty Collegiate Academy
Charter5 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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1105 Winding Way Road is a single family home Coming Soon in Nashville, TN 37216. This property is currently priced at $1,599,900. This listing's school district is Davidson County. Nearby schools include Dan Mills Elementary School, Isaac Litton Middle School and Stratford Stem Magnet School. 1105 Winding Way Road is a 4-bed, 4-bath, 3,800 sqft single family home built in 1941.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 01/13/2026 05:15 PM. All data is obtained from various sources and may not have been verified by broker orMLS GRID. Supplied Open House Information is subject to change without notice. All informationshould be independently reviewed and verified for accuracy. Properties may or may not be listed bythe office/agent presenting the information.