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Sold for $755,000
  • $755,000

    1255 The Ridings Rd, Winchester, KY 40391

    6beds
    3,789sqft
    Single Family Residence
    Built in 1997
    5.12 Acres Lot
    $760,000 Zestimate®
    $199/sqft
    $3,815 Estimated rent

    Home value

    $760,000

    $722,000 - $798,000

    $3,815/mo

    Zestimate® history
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    What's special

    Cozy gas fireplaceGenerous living spaceFenced groundsVersatile walk-out basementButlers pantrySpacious primary suite
    Welcome home to this spacious 6-bedroom, 3.5-bath home located in The Ridings—an equestrian-friendly neighborhood offering miles of designated riding trails! The main level features an inviting open-concept kitchen and living area with a cozy gas fireplace, built-ins, and direct access to the covered back deck, perfect for relaxing, entertaining, and watching sunsets. A half bath and laundry area complete the main floor. Upstairs, you'll find the spacious primary suite, three additional bedrooms, and another full bath. The finished walk-out lower level offers incredible flexibility with a second living area opening to a brand-new patio, two additional bedrooms—one currently used as a playroom has an attached bathroom which could be used as a second primary suite—a full a butlers pantry, and plenty of unfinished storage. It's an ideal setup for guests, extended family, or additional living space. Outside, the property is fully enclosed with four-plank horse fencing and additional wire fencing, giving both horses and four-legged family members room to safely enjoy the outdoors. An attached flex space with its own separate rear entrance makes the perfect man cave, hobby room, home gym, or private office. A detached garage with convenient backyard access provides additional storage for your mower, equipment, and more. Enjoy peaceful country-style living while remaining convenient to everything—approximately 13 miles to Hamburg, 18 miles to downtown Lexington, 16 miles to I-75, and just 5 miles to I-64. With generous living space, a versatile walk-out basement, fenced grounds, and access to miles of riding trails, this property offers a lifestyle that's hard to find!

    Zillow last checked:

    Listing updated:

    Listed by:

    Lucy Martin Jenkins 859-771-4088,

    United Real Estate Bluegrass

    Bought with:

    Ashley Barreto, 283891

    Indigo & Co

    Source: Imagine MLS,MLS#: 26026145MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: First
    Bedroom 1
    • Level: Second
    Bedroom 2
    • Level: Second
    Bedroom 3
    • Level: Second
    Bedroom 5
    • Level: Lower
    Primary bathroom
    • Level: Second
    Bathroom 1
    • Level: First
    Bathroom 3
    • Level: Second
    Bathroom 4
    • Level: Lower
    Foyer
    • Level: First
    Kitchen
    • Level: First
    Living room
    • Level: First
    Living room
    • Level: Lower
    Office
    • Level: First
    Other
    • Description: Bedroom 6
    • Level: Lower
    Heating
    • Natural Gas
    Cooling
    • Electric
    Appliances
    • Included: Disposal, Dishwasher, Microwave, Refrigerator, Range
    • Laundry: Electric Dryer Hookup, Main Level, Washer Hookup
    Features
    • Entrance Foyer, Eat-in Kitchen, In-Law Floorplan, Walk-In Closet(s), Ceiling Fan(s), Soaking Tub
    • Flooring: Carpet, Hardwood, Tile, Vinyl
    • Windows: Insulated Windows, Blinds, Screens
    • Basement: Bath/Stubbed,Exterior Entry,Interior Entry,Partially Finished,Unfinished,Walk-Out Access
    • Number of fireplaces: 2
    • Fireplace features: Basement, Gas Log, Living Room
    Interior area
    • Total structure area: 3,789
    • Total interior livable area: 3,789 sqft
    • Finished area above ground: 2,430
    • Finished area below ground: 1,359

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached Garage, Basement, Detached Garage, Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side, Workshop
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: Three Or More,Two
    • Fencing: Partial,Wood,Wire
    • Has view: Yes
    • View description: Rural, Farm
    Lot
    • Size: 5.12 Acres
    Details
    • Additional structures: Shed(s)
    • Parcel number: 033000003100
    • Horses can be raised: Yes

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Brick Veneer, Vinyl Siding
    • Foundation: Concrete Perimeter, Slab
    • Roof: Dimensional Style,Shingle
    Condition
    • New construction: No
    • Year built: 1997

    Utilities & green energy

    • Sewer: Private Sewer, Septic Tank
    • Water: Public

    Community & HOA

    Community
    • Subdivision: The Ridings
    HOA
    • Has HOA: No
    Location
    • Region: Winchester

    Financial & listing details

    • Price per square foot: $199/sqft
    • Tax assessed value: $421,300
    • Annual tax amount: $4,049
    • Date on market: 9/22/2026

    Price history

    DateEventPrice
    10/30/2026Sold$755,000-2.6%$199/sqft
    Source: Imagine MLS #26026145 Report a problem
    9/30/2026Contingent$775,000$205/sqft
    Source: Imagine MLS #26026145 Report a problem
    9/22/2026Listed for sale$775,000+25.1%$205/sqft
    Source: Imagine MLS #26026145 Report a problem
    4/26/2024Sold$619,500-4%$163/sqft
    Source: Imagine MLS #24002763 Report a problem
    4/18/2024Contingent$645,000$170/sqft
    Source: Imagine MLS #24002763 Report a problem
    2/15/2024Listed for sale$645,000+124.7%$170/sqft
    Source: Imagine MLS #24002763 Report a problem
    10/26/2001Sold$287,000$76/sqft
    Source: Agent Provided Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$4,049 -3.9%$421,300
    2024$4,213 +1.5%$421,300
    2023$4,150 $421,300
    2022$4,150 +0.3%$421,300
    2021$4,138 +11.1%$421,300 +11.3%
    2020$3,725 -0.5%$378,500
    2019$3,744 +1.2%$378,500
    2018$3,699 +7.4%$378,500
    2017$3,445 $378,500 +5.6%
    2016$3,445 $358,500
    2015$3,445 +4.9%$358,500
    2013$3,284 $358,500 +2.9%
    2011-- $348,500
    2010-- $348,500
    Find assessor info on the county website

    Neighborhood: 40391

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Strode Station
    • Middle: Robert Campbell
    • High: GRC

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

    Sell for more on Zillow
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    $760,000
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    With Zillow Showcase(estimated)

    $775,200

    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $760,000
    2% more
    +$15,200
    With Zillow Showcase(estimated)

    $775,200