135 Windy City Road, Jackson, TN 38305
Local realty services provided by:CENTURY 21 Golden Service Realty & Auction, Inc.
135 Windy City Road,Jackson, TN 38305
$2,700,000
- 5 Beds
- 5 Baths
- - sq. ft.
- Single family
- Active
Listed by: traci carney
Office: nest realty
MLS#:2600782
Source:TN_CWTAR
Price summary
- Price:$2,700,000
About this home
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.
Contact an agent
Home facts
- Year built:1999
- Listing ID #:2600782
- Added:1 day(s) ago
- Updated:February 26, 2026 at 05:59 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Rooms Total:14
- Flooring:Carpet, Hardwood, Tile
- Dining Description:Breakfast Bar, Eat-in Kitchen
- Bathrooms Description:Commode Room
- Kitchen Description:Bar Fridge, Dishwasher, Disposal, Double Oven, Eat-in Kitchen, Gas Cooktop, Granite Counters, Microwave, Refrigerator
- Bedroom Description:On Level 1, Primary Downstairs
Heating and cooling
- Cooling:Ceiling Fan(s), Central Air
- Heating:Heating
Structure and exterior
- Roof:Composition, Shingle
- Year built:1999
- Lot area:20 Acres
- Construction Materials:Brick
- Exterior Features:Rain Gutters
- Foundation Description:Raised
- Levels:Two
Utilities
- Water:Water Connected, Well
- Sewer:Septic Tank, Sewer Connected
Finances and disclosures
- Price:$2,700,000
- Tax amount:$3,443
Features and amenities
- Appliances:Bar Fridge, Dishwasher, Disposal, Double Oven, Gas Cooktop, Microwave, Refrigerator
- Laundry features:Main Level
- Amenities:Bookcases, Breakfast Bar, Ceiling Fan(s), Central Vacuum, Crown Molding, Entrance Foyer, High Ceilings, Walk-In Closet(s)
- Pool features:Gunite, In Ground, Outdoor Pool, Private, Salt Water
New listings near 135 Windy City Road
- New
$165,000Active3 beds 2 baths41 Cambridge Drive, Jackson, TN 38305
MLS# 2600784Listed by: RAGAN REALTY GROUP - New
$349,900Active3 beds 2 baths27 Bear Trace Drive, Jackson, TN 38305
MLS# 2600778Listed by: PREMIER REALTY GROUP W TN, LLC - New
$159,900Active3 beds 1 baths194 E Forest Avenue, Jackson, TN 38301
MLS# 2600775Listed by: SOUTHERN LIFESTYLE PROPERTIES
$599,900Pending4 beds 4 baths17 Breakwater Cove, Jackson, TN 38305
MLS# 2600772Listed by: BLUE SUEDE REALTY- New
$221,000Active-- beds -- baths1,822 sq. ft.421 Hollywood Drive, Jackson, TN 38301
MLS# 2600770Listed by: BHGRE CONNER JACKSON - New
$419,900Active4 beds 2 baths5 Pinehill Cove, Jackson, TN 38305
MLS# 2600765Listed by: HICKMAN REALTY GROUP INC.-JACK - New
$275,000Active3 beds 2 baths24 Richfield Cove, Jackson, TN 38305
MLS# 2600749Listed by: TOTAL REALTY SOURCE - New
$518,900Active4 beds 3 baths72 Emerald Breeze Drive, Jackson, TN 38305
MLS# 2600743Listed by: COLDWELL BANKER SOUTHERN REALTY - New
$389,900Active4 beds 3 baths2,428 sq. ft.71 Countryway Drive, Jackson, TN 38305
MLS# 2600733Listed by: HALTOM REAL ESTATE GROUP