Sold
Last Sold Price
4 beds3,800 sqft$421/sqft
1105 Winding Way Rd, Nashville, TN 37216
Single FamilyProperty Type
0.71 acresLot Size
1941Year Built
$421/sq ftPrice per sq ft
9 carsParking Spaces

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 Tennessee, LLC

    P: (609) 462-6636

    M: (609) 462-6636

Listing closed: 03/02/2026 12:00 AM • Source: REALTRACS as distributed by MLS GRID, MLS#: 3080501

Recent comparable sales

Median sold price

$1,400,000

Avg days on market

17

Sale-to-list ratio

97.2%

Nashville, TN

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Location

Sold By Compass Tennessee, LLC, Robert Drimmer (609.462.6636)

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Property Information for 1105 Winding Way Road

Property Details
  • Taxes: $6,597 / year
  • MLS Type: Residential / Single Family Residence
  • Buyer's Agent Compensation: 3%
  • Architectural Style: Tudor
  • Subdivision Name: Jackson Park
  • Waterfront: No
Building Information
  • Stories: 2
  • Year Built: 1941
  • Lot Size: 0.71 AC / 30,927 SF
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: 1
  • 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
Mar 2, 2026

Closed (Public Record)

Public Record #1930492512

$1,599,900

+774.2% / yr

Mar 2, 2026

Closed

REALTRACS #3080501

$1,599,900
Jan 22, 2026

Contract - Not Showing

REALTRACS #3080501

DateEvent & SourcePrice
03/02/2026

Closed (Public Record)

Public Record #1930492512

$1,599,900

+774.2% / yr

03/02/2026

Closed

REALTRACS #3080501

$1,599,900
01/22/2026

Contract - Not Showing

REALTRACS #3080501

For completeness, we 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
Beds6Baths3.5Total Finished SqFt3,599 SqFtAbove Grade Finished SqFt3,599 SqFtUnfinished Basement SqFt2,302 SqFtStories1Lot Size30,928 SqFtStyleSingle Family ResidenceYear Built1941Year Renovated2005ZoningRS10CountyDAVIDSONAPN061-07-0-279-00

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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 1105 Winding Way Road, Nashville, TN 37216
$1,599,900
4
3,800
30,927
4
2
3,960
21,344
7,212
59,677
4
2,352
10,890
4
2
2,525
10,890
$136,000
2
1
1,859
21,780

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Based on information submitted to the MLS GRID as of 03/02/2026 10:49 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.