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.
For sale
Price cut: $250K (3/23)
$2,450,000
135 Windy City Rd, Jackson, TN 38305
5beds
5,153sqft
Est.:
Single Family Residence
Built in 1999
20 Acres Lot
$2,295,700 Zestimate®
$475/sqft
$-- HOA
What's special
Grand stair foyer entrancePool and equestrian facilitiesPrivate drivewayImpressive circular front driveTwo-car attached garage
- 58 days |
- 1,348 |
- 49 |
Zillow last checked:
Listing updated:
Listed by:
Traci Carney,
Nest Realty 731-265-6800
Source: CWTAR,MLS#: 2600782
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
- Main level bathrooms: 2
- Main level bedrooms: 1
Primary bedroom
- Level: Main
- Area: 374
- Dimensions: 22.0 x 17.0
Bedroom
- Level: Upper
- Area: 225
- Dimensions: 15.0 x 15.0
Bedroom
- Level: Upper
- Area: 195
- Dimensions: 15.0 x 13.0
Bedroom
- Level: Upper
- Area: 208
- Dimensions: 16.0 x 13.0
Bedroom
- Level: Upper
- Area: 224
- Dimensions: 16.0 x 14.0
Primary bathroom
- Level: Main
- Area: 169
- Dimensions: 13.0 x 13.0
Bonus room
- Level: Upper
- Area: 720
- Dimensions: 40.0 x 18.0
Breakfast nook
- Level: Main
- Area: 208
- Dimensions: 16.0 x 13.0
Den
- Level: Main
- Area: 504
- Dimensions: 28.0 x 18.0
Dining room
- Level: Main
- Area: 221
- Dimensions: 17.0 x 13.0
Foyer
- Level: Main
- Area: 238
- Dimensions: 17.0 x 14.0
Kitchen
- Level: Main
- Area: 195
- Dimensions: 15.0 x 13.0
Laundry
- Level: Main
- Area: 160
- Dimensions: 16.0 x 10.0
Living room
- Level: Main
- Area: 238
- Dimensions: 17.0 x 14.0
Heating
- See Remarks
Cooling
- Ceiling Fan(s), Central Air, Other
Appliances
- Included: Bar Fridge, Dishwasher, Disposal, Double Oven, Gas Cooktop, Microwave, Refrigerator
- Laundry: Main Level
Features
- Bookcases, Breakfast Bar, Ceiling Fan(s), Central Vacuum, Commode Room, Crown Molding, Eat-in Kitchen, Entrance Foyer, Granite Counters, High Ceilings, Master Downstairs, Walk-In Closet(s)
- Flooring: Carpet, Hardwood, Tile
- Has basement: No
- Has fireplace: Yes
- Fireplace features: Gas Log, Gas Starter, Wood Burning
Interior area
- Total interior livable area: 5,153 sqft
Video & virtual tour
Property
Parking
- Total spaces: 4
- Parking features: Circular Driveway, Garage Door Opener, Garage Faces Side
- Attached garage spaces: 3
Features
- Levels: Two
- Patio & porch: Covered, Front Porch, Rear Porch
- Exterior features: Rain Gutters, Other
- Has private pool: Yes
- Pool features: Gunite, In Ground, Outdoor Pool, Pool/Spa Combo, Private, Salt Water
- Fencing: Barbed Wire,Split Rail,Vinyl,Wood
Lot
- Size: 20 Acres
- Dimensions: 1350 x 691 x 991 x 2351 IRR
- Features: Pasture
Details
- Additional structures: Barn(s), Stable(s)
- Parcel number: 032 027.00
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Raised
- Roof: Composition,Shingle
Condition
- false
- New construction: No
- Year built: 1999
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available, Electricity Connected, Fiber Optic Available, Phone Available, Sewer Connected, Water Connected, Propane, Underground Utilities
Community & HOA
Community
- Subdivision: None
Location
- Region: Jackson
Financial & listing details
- Price per square foot: $475/sqft
- Tax assessed value: $908,400
- Annual tax amount: $3,443
- Date on market: 2/26/2026
- Road surface type: Asphalt
Estimated market value
$2,295,700
$2.18M - $2.41M
$4,542/mo
Price history
| Date | Event | Price |
|---|---|---|
| 3/23/2026 | Price change | $2,450,000-9.3%$475/sqft |
Source:  CWTAR #2600782 Report a problem | ||
| 2/26/2026 | Listed for sale | $2,700,000+200%$524/sqft |
Source: CWTAR #2600782 Report a problem | ||
| 10/15/2019 | Sold | $900,000+34.9%$175/sqft |
Source: Public Record Report a problem | ||
| 10/4/1999 | Sold | $667,000$129/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,443 | $183,775 |
| 2024 | $3,443 | $183,775 |
| 2023 | $3,443 | $183,775 |
| 2022 | $3,443 +0.9% | $183,775 +26.5% |
| 2021 | $3,413 | $145,250 |
| 2020 | $3,413 | $145,250 |
| 2019 | $3,413 | $145,250 |
| 2018 | $3,413 +0% | $145,250 +4.3% |
| 2017 | $3,413 | $139,325 |
| 2016 | $3,413 +13.9% | $139,325 |
| 2015 | $2,995 | $139,325 |
| 2014 | $2,995 | $139,325 |
| 2013 | -- | $139,325 -12.2% |
| 2012 | $3,410 | $158,606 |
| 2011 | $3,410 | $158,606 |
| 2010 | -- | $158,606 |
| 2009 | -- | $158,606 +1.3% |
| 2008 | $3,617 | $156,599 |
| 2007 | $3,617 | $156,599 |
| 2006 | $3,617 | $156,599 |
| 2005 | $3,617 -4.1% | $156,599 +2.2% |
| 2004 | $3,771 +10.3% | $153,283 +10.3% |
| 2002 | $3,419 | $138,981 +21.8% |
| 2001 | -- | $114,144 -78.3% |
| 2000 | -- | $525,043 |
Find assessor info on the county website
Monthly payment
Est. payment
$13,696/mo
Principal & interest
$12634
Property taxes
$1062
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Climate risks
Neighborhood: 38305
Nearby schools
GreatSchools rating
- 8/10Pope SchoolGrades: K-6Distance: 3.1 mi
- 6/10Northeast Middle SchoolGrades: 6-8Distance: 7.5 mi
- 3/10North Side High SchoolGrades: 9-12Distance: 4.7 mi
Schools provided by the listing agent
- District: Jackson Madison Consolidated District
Source: CWTAR. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Tennessee
- Madison County
- Jackson
- 38305
- 135 Windy City Rd
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