1105 Winding Way, Nashville, Tennessee 37216
TN, Nashville-
Under Contract Status
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Day 15 Under Contract Contract accepted - open contingencies
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Residential Property Type
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4 Beds Total Bedrooms
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4 Baths Full + Half Bathrooms
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3800 Total Sqft $421/sqft
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0.71 Acres Lot/Land Size
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1941 Year Built
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Mortgage Wizard 3000 Advanced Breakdown
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.
- Property Type: Residential
- Listing Type: For Sale
- MLS #: 3080501
- Price: $1,599,900
- Half Bathrooms: 1
- Full Bathrooms: 3
- Square Footage: 3,800 Sqft
- Year Built: 1941
- Lot Area: 0.71 Acre
- Office Name: Compass Tennessee, LLC
- Agent Name: Robert Drimmer
- Property Sub Type: Single Family Residence
- Roof: Shingle
- Listing Status: Active Under Contract
- Street Number: 1105
- Street: Winding Way
- City Nashville
- State TN
- Zipcode 37216
- County Davidson County, TN
- Subdivision Jackson Park
- Longitude: W87° 16' 32.6''
- Latitude: N36° 13' 36.5''
- Directions: From Downtown Interstate, take Broadmoor, right to Gallatin Rd to left on Winding Way. Home on left.
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Heating System Central, Electric, Natural Gas
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Cooling System Central Air, Electric
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Basement Full, Unfinished
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Fireplace Gas, Family Room
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Patio Covered, Porch
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Parking Driveway, Detached, Concrete
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Utilities Electricity Available, Water Available, Natural Gas Available
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Architectural Style Tudor
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Carport Spaces 3
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Fireplaces Total 1
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Flooring Wood, Tile, Marble
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Interior Features Walk-In Closet(s), High Ceilings, Built-in Features, Kitchen Island, Pantry, Wet Bar, Bookcases, Extra Closets
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Laundry Features Electric Dryer Hookup, Washer Hookup
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Sewer Public Sewer
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Dishwasher
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Refrigerator
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Disposal
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Electric Oven
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Gas Range
- Elementary School: Dan Mills Elementary
- Middle School: Isaac Litton Middle
- High School: Stratford STEM Magnet School Upper Campus
- Water Source: Public
- Building Size: 3,800 Sqft
- Construction Materials: Brick
- Levels: Two
- Lot Size Dimensions: 143 X 250
- On Market Date: January 13th, 2026
- Previous Price: $1,599,900
- Stories: 2
- Annual Tax Amount: $6,597
- Mls Status: Under Contract - Showing
- Originating System Name: RealTracs
- Special Listing Conditions: Standard
- Modification Timestamp: Jan 22nd, 2026 @ 6:02pm
- Status Change Timestamp: Jan 22nd, 2026 @ 6:01pm
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