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  • Listed by: Tom Shaw, REALTORS • Catherine N Shaw-Connely • 636-346-4960
    Bought with: Tom Shaw, REALTORS
    Price Unknown

    506 Windy Hill Rd, Elsberry, MO 63343

    3beds
    3,266sqft
    Single Family Residence
    Built in 1997
    38.11 Acres Lot
    $1,235,500 Zestimate®
    $--/sqft
    $3,028 Estimated rent

    Home value

    $1,235,500

    $1.17M - $1.30M

    $3,028/mo

    Zestimate® history
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    What's special

    Serene stocked pondBrick fireplaceExpansive gently rolling terrainHigh-yield hay fieldsProfessional indoor arenaOutdoor arenaFenced pastures
    38-Acre Equestrian Estate | Elsberry, MO ~ Discover an extraordinary 38.11-acre equestrian sanctuary offering a perfect blend of luxury and utility. This premium estate features an exquisite 6-stall horse barn, a professional indoor arena, an outdoor arena, fenced pastures, and high-yield hay fields, complemented by a serene, stocked pond. At the heart of the property is a custom 3,266 sq. ft. ranch home with a 2-car garage. The open interior boasts a majestic 13’ vaulted living room with a brick fireplace, custom built-ins, and plantation shutters. Beyond its world-class equestrian features, the true value of this 38.11-acre estate lies in its future flexibility. The expansive, gently rolling terrain is perfectly suited for land division, offering a rare opportunity to design a private multigenerational estate with multiple family residences. 4.5 miles to Hwy 61. Schedule your tour today!

    Zillow last checked:

    Listing updated:

    Listed by:

    Catherine N Shaw-Connely 636-346-4960,

    Tom Shaw, REALTORS,

    Thomas C Shaw Jr 314-283-5064,

    Tom Shaw, REALTORS

    Bought with:

    Catherine N Shaw-Connely, 1999030399

    Tom Shaw, REALTORS

    Source: MARIS,MLS#: 26022745MLS LogoOriginating MLS: St. Louis Association of REALTORS

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 3
    • Main level bathrooms: 2
    • Main level bedrooms: 3
    Primary bedroom
    • Features: Floor Covering: Carpeting
    • Level: Main
    • Area: 336
    • Dimensions: 21x16
    Bedroom 2
    • Features: Floor Covering: Carpeting
    • Level: Main
    • Area: 121
    • Dimensions: 11x11
    Bedroom 3
    • Features: Floor Covering: Carpeting
    • Level: Main
    • Area: 143
    • Dimensions: 13x11
    Primary bathroom
    • Features: Floor Covering: Ceramic Tile
    • Level: Main
    • Area: 110
    • Dimensions: 11x10
    Bonus room
    • Features: Floor Covering: Carpeting
    • Level: Basement
    • Area: 160
    • Dimensions: 16x10
    Dining room
    • Features: Floor Covering: Carpeting
    • Level: Main
    • Area: 121
    • Dimensions: 11x11
    Exercise room
    • Features: Floor Covering: Carpeting
    • Level: Basement
    • Area: 121
    • Dimensions: 11x11
    Kitchen
    • Description: w/Breakfast Area
    • Features: Floor Covering: Ceramic Tile
    • Level: Main
    • Area: 380
    • Dimensions: 20x19
    Laundry
    • Description: Laminate "tile like" Flooring
    • Features: Floor Covering: Laminate
    • Level: Main
    • Area: 64
    • Dimensions: 8x8
    Living room
    • Features: Floor Covering: Wood
    • Level: Main
    • Area: 320
    • Dimensions: 20x16
    Office
    • Features: Floor Covering: Carpeting
    • Level: Basement
    • Area: 180
    • Dimensions: 20x9
    Recreation room
    • Features: Floor Covering: Carpeting
    • Level: Basement
    • Area: 220
    • Dimensions: 20x11
    Heating
    • Electric, Geothermal
    Cooling
    • Geothermal
    Appliances
    • Included: Electric Cooktop, Dishwasher, Freezer, Microwave, Self Cleaning Oven, Refrigerator, Oven, Washer/Dryer, Electric Water Heater, Water Softener
    • Laundry: Laundry Room, Main Level, Sink
    Features
    • Bookcases, Breakfast Bar, Built-in Features, Ceiling Fan(s), Country Kitchen, Custom Cabinetry, Double Vanity, Eat-in Kitchen, Entrance Foyer, High Ceilings, Open Floorplan, Pantry, Recessed Lighting, Separate Dining, Vaulted Ceiling(s), Walk-In Closet(s)
    • Flooring: Carpet, Ceramic Tile, Laminate, Varies, Wood
    • Windows: Blinds, Plantation Shutters, Window Coverings, Wood Frames
    • Basement: Sleeping Area,Storage Space,Walk-Out Access
    • Number of fireplaces: 1
    • Fireplace features: Living Room, Raised Hearth, Wood Burning
    Interior area
    • Total structure area: 3,266
    • Total interior livable area: 3,266 sqft
    • Finished area above ground: 2,447
    • Finished area below ground: 819

    Property

    Parking
    • Total spaces: 2
    • Parking features: Additional Parking, Attached, Circular Driveway, Driveway, Garage, Garage Door Opener, Garage Faces Side, Gravel, Parking Pad, RV Carport
    • Attached garage spaces: 2
    • Has carport: Yes
    • Has uncovered spaces: Yes
    Features
    • Levels: One
    • Patio & porch: Deck, Front Porch, Other
    • Exterior features: Kennel
    • Fencing: Other
    • Has view: Yes
    • View description: Panoramic, Pasture, Pond
    • Water view: Pond
    • Waterfront features: Pond
    Lot
    • Size: 38.11 Acres
    • Features: Pasture, Pond on Lot, Private, Suitable for Horses
    Details
    • Additional structures: Barn(s), Kennel/Dog Run, Outbuilding, RV/Boat Storage, Stable(s)
    • Parcel number: 092003000000022000
    • Special conditions: Standard
    • Horses can be raised: Yes
    • Horse amenities: Indoor Riding Ring, Outdoor Riding Ring

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Ranch,Traditional
    • Property subtype: Single Family Residence
    Materials
    • Brick, Vinyl Siding
    Condition
    • Year built: 1997

    Utilities & green energy

    • Electric: Other
    • Sewer: Septic Tank
    • Water: Well
    • Utilities for property: Electricity Available, Water Available

    Community & HOA

    HOA
    • Has HOA: No
    Location
    • Region: Elsberry

    Financial & listing details

    • Tax assessed value: $388,230
    • Annual tax amount: $3,712
    • Date on market: 4/30/2026
    • Cumulative days on market: 110 days
    • Listing terms: Cash,Conventional,FHA,VA Loan
    • Ownership: Private
    • Electric utility on property: Yes

    Price history

    DateEventPrice
    8/18/2026Sold--
    Source: MARIS #26022745 Report a problem
    7/20/2026Contingent$1,350,000$413/sqft
    Source: MARIS #26022745 Report a problem
    4/30/2026Listed for sale$1,350,000-1.2%$413/sqft
    Source: MARIS #26022745 Report a problem
    11/11/2025Listing removed$1,366,000$418/sqft
    Source: REALSTACK #69393 Report a problem
    8/19/2025Listed for sale$1,366,000$418/sqft
    Source: MARIS #25057099 Report a problem
    7/17/2025Listing removed$1,366,000$418/sqft
    Source: MARIS #25015348 Report a problem
    3/13/2025Listed for sale$1,366,000$418/sqft
    Source: MARIS #25015348 Report a problem
    3/13/2025Listing removed$1,366,000$418/sqft
    Source: MARIS #24076207 Report a problem
    12/18/2024Listed for sale$1,366,000$418/sqft
    Source: MARIS #24076207 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$3,712 +2.6%$68,511 +8.5%
    2024$3,619 +0.3%$63,131
    2023$3,609 +4.6%$63,131
    2022$3,450 $63,131 +3.9%
    2021-- $60,763 +12%
    2020$3,042 -0.1%$54,244
    2019$3,046 $54,244 +4.6%
    2018$3,046 +11.4%$51,842
    2017$2,734 $51,842 +11%
    2016$2,734 -0.1%$46,722
    2015$2,738 $46,722 -1.5%
    2014$2,738 -1.9%$47,417 +0.3%
    2013$2,790 $47,267 -1.6%
    2012-- $48,037
    2011-- $48,037 +0.4%
    2010-- $47,840
    Find assessor info on the county website

    Neighborhood: 63343

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Clarence Cannon Elem.
    • Middle: Ida Cannon Middle
    • High: Elsberry High

    Source: MARIS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.