135 Windy City Rd
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Description
Extraordinary 20-Acre Private Estate with Pool & Equestrian Facilities - County-Only Taxes. Experience the perfect blend of luxury, privacy, and functionality with this breathtaking 5,153-square-foot estate set on 20 pristine acres. Featuring 5 bedrooms, 4 full baths, and 1 half bath, this remarkable property offers refined living in a peaceful country setting—just minutes from shopping, schools, and restaurants. A private driveway leads to the home's impressive circular front drive, setting the...Extraordinary 20-Acre Private Estate with Pool & Equestrian Facilities - County-Only Taxes. Experience the perfect blend of luxury, privacy, and functionality with this breathtaking 5,153-square-foot estate set on 20 pristine acres. Featuring 5 bedrooms, 4 full baths, and 1 half bath, this remarkable property offers refined living in a peaceful country setting—just minutes from shopping, schools, and restaurants. A private driveway leads to the home's impressive circular front drive, setting the tone for the elegance within. Step inside the grand stair foyer entrance, flanked by formal living and dining rooms designed for entertaining. Hardwood floors grace the main downstairs living areas, while the inviting den features a vented gas log fireplace that can easily be converted to wood-burning with a gas starter. The spacious eat-in kitchen is beautifully appointed with beveled-edge granite countertops, a gas cooktop, double ovens, built-in microwave, dishwasher, and built-in refrigerator. The large breakfast area includes a charming window seat with storage and overlooks the stunning, brand-new French gray gunite QuartzScape saltwater pool and hot tub—your own private outdoor retreat. Just off the kitchen, a beautiful covered porch provides the perfect transition to the pool area, creating an ideal space for outdoor dining, entertaining, or simply relaxing while enjoying the view. A convenient full bath is located just off the kitchen, ideal for pool guests. The oversized laundry room offers abundant storage along with a built-in office area for added functionality. Upstairs you'll find four generously sized bedrooms, two full baths, and a large playroom with a second staircase leading downstairs—perfect for flexible living. Bedrooms are comfortably carpeted, and a spacious third-floor attic provides outstanding storage or future expansion possibilities. Equestrian enthusiasts will appreciate the impressive 2,300-square-foot barn complete with three stalls, hay loft, and tack room. Three separate pasture areas with classic white vinyl fencing provide ample grazing space, with two pastures offering direct access from the barn for added convenience. Additional features include a two-car attached garage at the home and a separate one-car garage—ideal for golf cart storage or extra equipment. This exceptional estate delivers luxury living, equestrian amenities, and serene privacy—all with county-only taxes—creating a rare opportunity to enjoy the best of country living without sacrificing modern conveniences.
- Listed by Traci Carney • Brokerage DRE #264014 • Nest RealtyP: (731)-343-1478 C: (731)-343-1478 traci.carney@nestrealty.com
Property Details for 135 Windy City Road
Subdivision Name
None
LISTING UPDATED: 03/23/2026 09:41 AM
Property Details for 135 Windy City Road
| Status | Active |
|---|---|
| MLS # | 2600782 |
| Days on Market | 28 |
| Taxes | $3,443 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Compass Type | Single Family |
| MLS Type | Residential / Single Family Residence |
| Year Built | 1999 |
| Lot Size | 20.00 AC / 871,200 SF |
| County | Madison County |
Location
Listing Courtesy of Nest Realty
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Building Information for 135 Windy City Road
Stories2Year Built1999Building Size-Lot Size20.00 AC / 871,200 SF
Payment Calculator
$12,177 per month
30 year fixed, 6.11% Interest
Principal and Interest
$11,890
Property Taxes
$287
HOA Dues
$0
The Payment Calculator is for illustrative purposes only.
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1Property Information for 135 Windy City Road
Summary
Location and General Information
- Latitude: 35.696986
- Longitude: -88.911121
- Fencing: Barbed Wire, Split Rail, Vinyl, Wood
- View: No
Taxes and HOA
- Association Fee: $0
- Tax Annual Amount: $3,443
School Information
- District High School: Jackson Madison Consolidated District
- Elementary School District: Jackson Madison Consolidated District
Parking
- Garage: Yes
- Parking Features: Circular Driveway, Garage Door Opener, Garage Faces Side
- Parking Total: 4.0
- Attached Garage: Yes
- Garage Spaces: 3.0
Virtual Tour
- Virtual Tour URL Unbranded: https://youtu.be/YlYlHfuag80?si=iwMTNolJEIO9R4IK
Property
Lot Information
- Lot Size Dimensions: 1350x691x991x2351 IRR
- Lot Size Square Feet: 871200.0
- Lot Size Acres: 20.0
- Lot Size Area: 20.0
- Lot Size Units: Acres
- Living Area: 5153.0
- Living Area Source: Assessor
- Lot Features: Pasture
Property and Assessments
- Parcel Number: 032 027.00
- Property Type: Residential,Single Family Residence
- Year Built: 1999
- Property Sub Type: Single Family Residence
- Road Surface Type: Asphalt
- Road Frontage Type: County Road
- New Construction: No
- General Property Information:New Construction: No
Utilities
- Sewer: Septic Tank
- Water Source: Well
- Utilities: Cable Available, Electricity Connected, Fiber Optic Available, Phone Available, Sewer Connected, Water Connected, Propane, Underground Utilities
Interior and Exterior Features
Exterior Features
- Exterior Features: Rain Gutters, Other
- Construction Materials: Brick
- Basement: No
- Roof: Composition, Shingle
- Stories Total: 2
- Patio And Porch Features: Covered, Front Porch, Rear Porch
- Pool Private: Yes
- Pool Features: Gunite, In Ground, Outdoor Pool, Pool/Spa Combo, Private, Salt Water
Interior Features
- Bedrooms Total: 5
- Bathrooms Full: 4
- Bathrooms Half: 1
- Bathrooms Total Integer: 5
- Bathrooms Total Decimal: 4.5
- Bathrooms Total Notational: 4.1
- Foundation Details: Raised
- Heating: See Remarks
- Heating: Yes
- Cooling: Ceiling Fan(s), Central Air, Other
- Cooling: Yes
- Fireplace Features: Gas Log, Gas Starter, Wood Burning
- Flooring: Carpet, Hardwood, Tile
- Interior Features: Bookcases, Breakfast Bar, Ceiling Fan(s), Central Vacuum, Commode Room, Crown Molding, Eat-in Kitchen, Entrance Foyer, Granite Counters, High Ceilings, Primary Downstairs, Untextured Ceilings, Walk-In Closet(s)
- Levels: Two
- Fireplace: Yes
- Laundry Features: Main Level
- Main Level Bathrooms: 2
- Main Level Bedrooms: 1
Interior Features
Room Information
- Rooms Total: 14
- Room Type: Kitchen, Primary Bedroom, Primary Bathroom, Bedroom, Bonus Room, Breakfast Nook, Den, Dining Room, Foyer, Laundry, Living Room
Room 1
- Room Type: Kitchen
- Room Level: Main
- Room Length: 15.0
- Room Width: 13.0
- Room Dimensions: 15.0 x 13.0
Room 2
- Room Type: Primary Bedroom
- Room Level: Main
- Room Length: 22.0
- Room Width: 17.0
- Room Dimensions: 22.0 x 17.0
Room 3
- Room Type: Primary Bathroom
- Room Level: Main
- Room Length: 13.0
- Room Width: 13.0
- Room Dimensions: 13.0 x 13.0
Room 4
- Room Type: Bedroom
- Room Level: Upper
- Room Length: 15.0
- Room Width: 15.0
- Room Dimensions: 15.0 x 15.0
Room 5
- Room Type: Bedroom
- Room Level: Upper
- Room Length: 15.0
- Room Width: 13.00
- Room Dimensions: 15.0 x 13.0
Room 6
- Room Type: Bedroom
- Room Level: Upper
- Room Length: 16.00
- Room Width: 13.00
- Room Dimensions: 16.0 x 13.0
Room 7
- Room Type: Bedroom
- Room Level: Upper
- Room Length: 16.00
- Room Width: 14.00
- Room Dimensions: 16.0 x 14.0
Room 8
- Room Type: Bonus Room
- Room Level: Upper
- Room Length: 40.00
- Room Width: 18.00
- Room Dimensions: 40.0 x 18.0
Room 9
- Room Type: Breakfast Nook
- Room Level: Main
- Room Length: 16.00
- Room Width: 13.00
- Room Dimensions: 16.0 x 13.0
Room 10
- Room Type: Den
- Room Level: Main
- Room Length: 28.0
- Room Width: 18.0
- Room Dimensions: 28.0 x 18.0
Rental
Rental Information
- Lease Considered: No
Property History for 135 Windy City Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Mar 23, 2026 | Price Change REALTRACS #3155364 | $2,450,000 | — |
| Mar 23, 2026 | Price Change CWTAOR #2600782 | $2,450,000 | — |
| Mar 20, 2026 | Listed (Active) REALTRACS #3155364 | $2,700,000 | — |
| Feb 26, 2026 | Listed (Active) CWTAOR #2600782 | $2,700,000 | — |
| Oct 11, 2019 | Sold (Public Record) Public Record #654992678 | $900,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 03/23/2026 | Price Change REALTRACS #3155364 | $2,450,000 |
| 03/23/2026 | Price Change CWTAOR #2600782 | $2,450,000 |
| 03/20/2026 | Listed (Active) REALTRACS #3155364 | $2,700,000 |
| 02/26/2026 | Listed (Active) CWTAOR #2600782 | $2,700,000 |
| 10/11/2019 | Sold (Public Record) Public Record #654992678 | $900,000 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Public Records for 135 Windy City Road
Taxable ValueLand$17,250Additions$166,525Total$183,775
Tax Record2025$3,443 ($287 / month)
Home Facts
Beds0Total Finished SqFt5,153 SqFtAbove Grade Finished SqFt5,153 SqFtStories2Lot Size871,200 SqFtStyleMiscellaneous ResidentialYear Built1999Year Renovated2011CountyMADISONAPN032 02700Fireplace TypeHas Fireplace
Schools near 135 Windy City Road
This home is within Madison County School District.
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | K to 6 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Public - | K to 12 |
Rating | School | Distance |
|---|---|---|
Pope School PublicK to 6 | ||
Northeast Middle School Public6 to 8 | ||
North Side High School Public9 to 12 | ||
Jackson Academic STEAM Academy PublicK to 12 |
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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Listing Courtesy of Nest Realty
The data relating to real estate listings on this website comes in part from the Internet Data Exchange (IDX) program of Multiple Listing Services of MAAR and Central West Tennessee Association of Realtors. 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. Listings provided by brokerages other than Compass are identified with the MAAR and Central West Tennessee Association of Realtors logo. All Information Is Deemed Reliable But Is Not Guaranteed Accurate. All information should be verified by the recipient and none is guaranteed as accurate by MAAR and Central West Tennessee Association of Realtors. Listing information Copyright© 2026 MLS of MAAR and Central West Tennessee Association of Realtors, Inc. All Rights Reserved.