1022 Woodland Drive

Jackson, MO 63755

Beds

3

Baths

3

Square Ft.

3,378

Active

Residential

$495,000

Welcome to 1022 Woodland Drive, where history, elegance, and family memories come together in one extraordinary home. Built in 1905, this stately white two-story residence is a rare treasure, offering more than 3,300 finished square feet of timeless beauty on 1.92 picturesque acres. From the moment you arrive, you'll… Read More be captivated by the home's commanding presence and classic architecture. Step inside and be transported to an era when homes were built with exceptional craftsmanship and attention to every detail. Rich original woodwork, soaring ceilings, oversized windows that flood each room with natural light, elegant moldings, and a breathtaking grand staircase create a first impression that is nothing short of unforgettable. The warmth of the home's fireplace invites family and friends to gather, making every season feel special. Designed with both everyday living and entertaining in mind, the spacious floor plan offers generous rooms where holidays are celebrated, milestones are remembered, and traditions are passed from one generation to the next. The breakfast nook is the perfect place to begin each day, with a charming side porch just steps away—an ideal spot to sip your morning coffee while listening to the birds and enjoying peaceful views of the property. An attached garage, basement, and abundant storage ensure this historic masterpiece offers the conveniences today's homeowners expect while preserving the architectural charm that makes it truly one of a kind. Outside, nearly two acres of beautifully maintained grounds provide endless opportunities for children to play, pets to roam, gardens to flourish, and family gatherings to grow. The attractive white vinyl fencing frames the property beautifully, while the detached gazebo offers a peaceful retreat for relaxing evenings, outdoor dining, or quiet moments surrounded by nature. Adding incredible versatility is the impressive carriage house, featuring a two-car garage on the main level and a finished upper level that can easily become the ultimate game room, hobby space, home office, fitness studio, art room, or the perfect man cave. Whether you're storing classic cars, creating a workshop, or designing your dream recreation space, the possibilities are endless. Homes like this are seldom available. If you've dreamed of owning a piece of Jackson's history—where every room tells a story, every gathering creates a memory, and every day feels a little more special—1022 Woodland Drive is ready to welcome your family home. Read Less

Listing courtesy of EDGE Realty, ERA Powered.

Listing Snapshot

Days Online

25

Last Updated

Jul 21, 2026

Property Type

Single Family Residence

Beds

3

Full Baths

2

Partial Baths

1

Square Ft.

3,378

Lot Size

1.92 Acres

Year Built

1905

MLS Number

26040713

30 Days Snapshot Of 63755

$322k

0%

(avg) sold price

29

+7%

homes sold

45

+164%

(avg) days on market

Snapshot

Area Map

Additional Details

Property Access

Accessibility Features: "Accessible Stairway", "Stair Lift", Road Frontage Type: City Street, Road Surface Type: Asphalt

Appliances & Equipment

Dishwasher, Disposal, Dryer, Microwave, Range, Free-Standing Electric Range, Refrigerator, Washer, Gas Water Heater, Water Softener

Basement

Basement: "Concrete", "Daylight/Lookout", "Full", "Roughed-In Bath", "Unfinished", Basement

Building

Above Grade Finished Area: 3378 Sq.Ft., Above Grade Finished Area Source: Public Records, Architectural Style: Historic, Construction Materials: "Brick", "Vinyl Siding", Levels: Two, Living Area: 3378 Sq. Ft., Other Structures: "Clubhouse", "Gazebo", "Second Garage", 12 total rooms, Year Built: 1905

Cooling

Cooling: "Ceiling Fan(s)", "Central Air", "Electric", "Window Unit(s)", "Zoned"

Disclosures

Disclosures: "Flood Plain No", "Lead Paint"

Fence

Fencing: "Full", "Vinyl"

Fireplaces

Features: "Decorative", "Electric", "Living Room", "Master Bedroom", 2 Fireplaces Total, Fireplace Included

Garage

Attached Garage, 3 garage spaces, Garage Included

Heating

Heating: "Forced Air", "Natural Gas"

Interior Features

Features: "Bookcases", "Breakfast Room", "Built-in Features", "Crown Molding", "Entrance Foyer", "High Ceilings", "High Speed Internet", "Historic Millwork", "Laminate Counters", "Natural Woodwork", "Separate Dining", "Separate Shower", "Shower", "Special Millwork", "Storage", "Tray Ceiling(s)", "Tub", "Two Story Entrance Foyer", "Walk-In Closet(s)", "Workshop/Hobby Area"

Laundry

Features: "2nd Floor", "Upper Level"

Lot

Features: "City Lot", "Corner Lot", "Few Trees", "Gentle Sloping", "Landscaped", "Paved", "Scattered Woods", "Some Trees", Lot Size Acres: 1.92, Lot Size Dimensions: 168X290, Lot Size Source: Owner, Lot Size Square Feet: 83635.2 Sq.Ft.

Parking

Features: "Asphalt", "Attached", "Circular Driveway", "Concrete", "Covered", "Drive Through", "Driveway", "Garage", "Garage Door Opener", "Garage Faces Side", "Off Street", "On Site", "Oversized", "Paved"

Property

Property Sub Type: Single Family Residence

Roof

Roof: "Flat", "Mixed", "Pitched/Sloped", "Shingle"

Sewer

Public Sewer

Taxes

Annual Tax Amount: 2279, Tax Year: 2025

Utilities

Electricity Available: 220 Volts, Utilities: Electricity Available, Water Source: Public

Windows

Features: "Bay Window(s)", "Blinds", "Insulated Windows", "Window Coverings", "Window Treatments"

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East Elementary School 573-243-5271 Public KG-4

Jackson Middle School 573-243-9543 Public 5-6

Russell Hawkins Junior High School 573-243-9533 Public 7-8

Jackson Senior High School 573-243-9513 Public 9-12

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Listings displaying the MARIS logo are courtesy of the participants of Mid America Regional Information Systems Data Exchange.

Listings courtesy of Mid America Regional Information Systems Data Exchange as distributed by MLS GRID, based on information submitted to the MLS GRID as of Jul 21, 2026. Information is provided exclusively for consumers' personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed by MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may be listed or sold by various participants in the MLS, who may not be the office/agent presenting the information.

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