Step into a lifestyle where modern luxury and brand-new construction come together seamlessly in Fairholme Estates of Winchester. Perfectly positioned with golf course views and unforgettable sunset skies, this newly built home offers the kind of setting that turns ordinary evenings into your favorite part of the day—without sacrificing style, comfort, or convenience. Inside, soaring vaulted ceilings and a warm fireplace create an inviting centerpiece for the open-concept living space—designed for both effortless entertaining and cozy nights at home. The timeless kitchen is equal parts beautiful and functional, featuring quartz countertops, a spacious walk-in pantry, and a dedicated coffee bar nook ready to elevate your morning routine. Just beyond, a dedicated dining area creates the perfect backdrop for weeknight dinners, holiday gatherings, and lingering conversations with family and friends. The primary suite feels like a private retreat, offering a spa-inspired en-suite complete with a soaking tub, tiled walk-in shower, dual vanities, and an expansive custom closet designed with luxury in mind. A split-bedroom floor plan provides ideal privacy with three additional bedrooms and two full bathrooms, creating flexibility for guests, family, or a home office setup. Outdoor living provides a screened back patio made for slow mornings, relaxing evenings, and enjoying the peaceful views. Whether you're gardening, unwinding after a long day, or gathering on the front porch with friends as the sun sets over the golf course, this space was designed to be enjoyed. And the location? Exceptional. Nestled just minutes from charming downtown Winchester's local shops, restaurants, and small-town charm, with quick access to I-64 for an easy commute. Plus, the oversized tall garage offers incredible vertical storage opportunities for hobbies, equipment, and all of life's extras. A rare opportunity to enjoy the ease of new construction, elevated design, and a lifestyle centered around comfort, connection, and beautiful surroundings. This isn't just a home—it's your next chapter.
For sale
$484,900
414 Fairholme Way, Winchester, KY 40391
4beds
2,418sqft
Est.:
Single Family Residence
Built in 2025
0.37 Acres Lot
$-- Zestimate®
$201/sqft
$-- HOA
What's special
- 1 day |
- 410 |
- 20 |
Zillow last checked:
Listing updated:
Listed by:
Morgan Withrow 859-699-9049,
The Brokerage
Source: Imagine MLS,MLS#: 26011136
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Level: First
Kitchen
- Level: First
Heating
- Electric
Cooling
- Electric
Appliances
- Included: Disposal, Dishwasher, Microwave, Refrigerator, Cooktop, Oven
- Laundry: Main Level
Features
- Breakfast Bar, Eat-in Kitchen, Walk-In Closet(s), Ceiling Fan(s), Soaking Tub
- Flooring: Carpet
- Basement: Crawl Space
- Number of fireplaces: 1
- Fireplace features: Electric, Living Room
Interior area
- Total structure area: 2,418
- Total interior livable area: 2,418 sqft
- Finished area above ground: 2,418
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Attached Garage, Driveway, Garage Faces Side
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One
Lot
- Size: 0.37 Acres
Details
- Parcel number: 055100401500
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Brick Veneer, Vinyl Siding
- Foundation: Block
- Roof: Dimensional Style
Condition
- New Construction
- Year built: 2025
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Fairholme Estates
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $201/sqft
- Tax assessed value: $28,000
- Annual tax amount: $280
- Date on market: 5/17/2026
Estimated market value
Not available
Estimated sales range
Not available
$2,555/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/17/2026 | Listed for sale | $484,900+1%$201/sqft |
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| 4/16/2026 | Listing removed | $479,900$198/sqft |
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| 4/8/2026 | Price change | $479,900-2%$198/sqft |
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| 3/13/2026 | Price change | $489,900-2%$203/sqft |
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| 11/12/2025 | Listed for sale | $499,900+1165.6%$207/sqft |
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| 3/5/2025 | Sold | $39,500$16/sqft |
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| 2/3/2025 | Pending sale | $39,500$16/sqft |
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| 6/28/2024 | Price change | $39,500+14.5%$16/sqft |
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| 2/19/2024 | Listed for sale | $34,500$14/sqft |
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| 10/20/2023 | Listing removed | -- |
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| 10/19/2022 | Listed for sale | $34,500$14/sqft |
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| 10/1/2022 | Listing removed | -- |
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| 9/30/2021 | Listed for sale | $34,500$14/sqft |
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| 9/22/2021 | Listing removed | -- |
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| 4/13/2021 | Listed for sale | $34,500$14/sqft |
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| 1/14/2021 | Listing removed | -- |
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| 12/4/2020 | Listed for sale | $34,500$14/sqft |
Source: Tom Goebel & Company #20019593 Report a problem | ||
| 10/23/2020 | Pending sale | $34,500$14/sqft |
Source: Tom Goebel & Company #20019593 Report a problem | ||
| 9/21/2020 | Listed for sale | $34,500$14/sqft |
Source: Tom Goebel & Company #20019593 Report a problem | ||
| 5/1/2020 | Listing removed | $34,500$14/sqft |
Source: Keller Williams Bluegrass #1919810 Report a problem | ||
| 2/9/2020 | Listed for sale | $34,500$14/sqft |
Source: Keller Williams Bluegrass #1919810 Report a problem | ||
| 12/19/2019 | Pending sale | $34,500$14/sqft |
Source: Keller Williams Bluegrass #1919810 Report a problem | ||
| 3/18/2019 | Listed for sale | $34,500$14/sqft |
Source: Tom Goebel & Company #1120284 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $280 +60.6% | $28,000 +58.2% |
| 2023 | $174 | $17,700 |
| 2022 | $174 +0.3% | $17,700 |
| 2021 | $174 -0.2% | $17,700 |
| 2020 | $174 +574.1% | $17,700 |
| 2019 | $26 | $17,700 |
| 2018 | $26 | $17,700 |
| 2017 | $26 | $17,700 |
| 2016 | $26 | $17,700 |
| 2015 | $26 | $17,700 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 40391
Nearby schools
GreatSchools rating
- 5/10Shearer Elementary SchoolGrades: K-4Distance: 1 mi
- 5/10Robert D Campbell Junior High SchoolGrades: 7-8Distance: 0.5 mi
- 5/10George Rogers Clark High SchoolGrades: 9-12Distance: 2.1 mi
Schools provided by the listing agent
- Elementary: Shearer
- 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.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Kentucky
- Clark County
- Winchester
- 40391
- 414 Fairholme Way






