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For sale
  • $2,700,000

    135 Windy City Rd, Jackson, TN 38305

    5beds
    5,153sqft
    : 
    Single Family Residence
    Built in 1999
    20 Acres Lot
    $2,608,600 Zestimate®
    $524/sqft
    $-- HOA

    What's special

    Grand stair foyer entrancePool and equestrian facilitiesPrivate drivewayImpressive circular front driveTwo-car attached garage
    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.
    12 days
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    1,730
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    108
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    Zillow last checked: 7 hours ago

    Listing updated: February 26, 2026 at 07:22am

    Listed by:

    Traci Carney,

    Nest Realty 731-265-6800

    Source: CWTAR,MLS#: 2600782MLS Logo

    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: $524/sqft
    • Tax assessed value: $908,400
    • Annual tax amount: $3,443
    • Date on market: 2/26/2026
    • Road surface type: Asphalt
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    Estimated market value

    $2,608,600

    $2.48M - $2.74M

    $3,699/mo

    Price history

    Price history
    DateEventPrice
    2/26/2026Listed for sale$2,700,000+200%$524/sqft
    Source: CWTAR #2600782 Report a problem
    10/15/2019Sold$900,000+34.9%$175/sqft
    Source: Public Record Report a problem
    10/4/1999Sold$667,000$129/sqft
    Source: Public Record Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax 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

    BuyAbility℠ payment

    Est. payment
    $15,094/mo
    Principal & interest
    $13924
    Property taxes
    $1170
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      Climate risks

      Neighborhood: 38305

      Getting around

      0 / 100
      Car-Dependent
      26 / 100
      Somewhat Bikeable

      Nearby schools

      GreatSchools rating
      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.

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