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Agricultural Land with Home for Sale in Jackson, Tennessee

135 Windy City Rd, Jackson, TN 38305

$2,700,000
20 acres
Active
ago
Est $13,237/mo

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.

5,153
Sq feet
5
Beds
4
Full baths
1
1/2 bath
1999
Built

Location

Street address
135 Windy City Rd
School district
Jackson Madison Consolidated District
Elevation
435 feet
Coordinates
35.697, -88.9111

Property details

Acreage
20 acres
MLS #
CWTAR 2600782
Posted

Property taxes

Recent
$3,443

Parcels

  • 032 027.00

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Lot

Features
Pasture

Exterior

Parking Spaces
4
Parking
Driveway, Garage, Open
Fencing
Barbed Wire
Pool
Porch
Features
Rain Gutters

Structure

Stories
2
Water
Well
Sewer
Septic Tank
Cooling
Ceiling Fan(s), Central Air
Materials
Brick
Roof
Composition, Shingle

Interior

Room Count
14
Rooms
Bathroom x 5, Bedroom x 5, Bonus Room, Den, Dining Room, Laundry Room
Flooring
Carpet, Hardwood, Tile
Appliances
Bar Fridge, Dishwasher, Disposal, Double Oven, Gas Cooktop, Microwave, Refrigerator
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)

Listing history

DateEventPriceChangeSource
Feb 26, 2026New listing$2,700,000CWTAR
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This 20-acre property is located at 135 Windy City Rd in Jackson, TN 38305. The property is available for sale for $2,700,000. It has a 5,153 sq ft 5 bedroom, 4 bath house built in 1999.

Checked 1 hour ago — Updated

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