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408 S Winter St

Summer view. All yard maintenance is included in rental fee.
Summer view; all yard maintenance included in rental fee. Porch view is of pasture with plank fencing.
Close up of S. Winter (front) entrance. Main entrance with parking is from Charlie Lane. Full restored vintage front door with original glass allows light into front hallway.
Main entrance view from Charlie Lane, the "back" of the house; ample parking. Backyard is fenced in (safe for pets). Option of two car garage available. Seasonal raised bed herb garden (see bourbon barrel planters).
Back entrance, "keeping room" from back deck. Converts to dining room for easy entertaining. Each room can flex to accommodate any function tenant wishes (exercise area, office, play room, reception area, flex bedroom).
View from Front/S. Winter entrance to back of house/kitchen - main hallway. Note restored original plank flooring.
View of keeping room from kitchen which is adjacent. Partial "open concept". Ceiling fan.
Living area with ample closets. Period mantle; leather chairs and reclining love seat. Pocket door separates living area from Keeping Room/area for privacy. Ceiling fan.
Living area view from corner door to hallway can be closed or left open depending on tenant's preference. Equine decor featuring Kentucky artists.
View of living area with Keeping Room on left to visualize flow.
Hall entry view from back to front of house. Note restored original plank flooring.
Full kitchen view from Keeping Room: Island rolls and can be turned in any direction desired or stored discreetly in the Laundry area when not in use. Note two wall ovens to the right: upper high end convection/microwave oven, lower electric oven.
Full view of kitchen and laundry/mud room area from "keeping room" foyer. Note rolling island placed in Laundry/mud room.
Full view of sink, dishwasher and coffee station.
Gourmet quality gas range/hood.
Refrigerator view with counter space.
Full sized stacking washer and dryer next to half bath/powder room. View from kitchen. Views of side porch entry with keypad lock. Note live edge shelf on right under cabinet.
Half bath located off of laundry area and next to side porch entry.
Close up of Mud/laundry room (off side porch entrance): live edge counter for folding clothes, project work; rack for air drying clothing; storage. Storage space for kitchen rolling island underneath counter.
View of main hallway from kitchen to front door - full guest bath, two bedrooms are located off of this hallway.
Full guest bath (tub/shower on left); ample storage.
View of primary bedroom from hallway: ample storage. Queen sized four poster bed. Seasonal decor included in furnishings.
Spring/summer decor - primary bedroom. Queen sized four poster bed. Black out curtains (light, sound). Ceiling fan.
View from front window of primary bedroom to master bath suite (pocket door on left)
View from entrance of master bath. Low step shower to the right.
Private water closet with ample storage cabinets.
Master vanity with makeup mirror. Soaking tub area to the left.
Soaking tub cove.
Second bedroom from hallway entrance. Original fire place; dresser and Kentucky artwork featured (Alan Brewer and Joseph Petro); sitting area and vintage wardrobe for ample storage. Ceiling fan.
Second view of sitting area and wardrobe, bed.
View of hallway entrance of second bedroom. Queen sized bed. Bed flips up for storage to create an office or exercise/flex room.
Full bed view.
View from entrance from Charlie Lane, two car garage. Landlord's Workshop located on the property.
  • Furnished

$4,000/ mo
Total price
Now includes required monthly fees in total price
2 beds2.5 baths1960 sqft house
Available July 16
408 S Winter St

Your booked tour

What you get

Dog-friendlyIn-unit laundryParkingAir conditioning

Costs, fees, and lease terms

Special offer!
Rental rate determined by final terms and length of lease.… Range of rent: $3800 - $6,000; base of $4000/mo. with 6 month lease. This period of time includes Keeneland Sales and Keeneland Racing season.

Lease terms

Mid term rental - rent set per final negotiated terms of lease. Range: $3800 - $6000 depending on final terms and length of lease. Fully furnished, Owner pays for all utilities/maintenance: Internet/Spectrum, water/sewer, garbage, and all yard maintenance. Tenant has option of partially furnished (classic equestrian/KY decor) or in special cases - totally unfurnished, cleaning services; grocery/stocking service. Optional use of two car garage.

Pricing comparison

$2000

At $4,000, this listing is priced $2000 more than the current market rate for a 2 bedroom home in Midway.

Pets

  • Dogs

    Allowed
    Number allowed1

  • Cats

    Not allowed

The neighborhood

About the building

Offering "Blacksmith Cottage" located in beautiful Midway, KY in the heart of horse farm country.… Perfect mid term lease (3-6+ months) for those enjoying Keeneland or relocating or building/renovating a new home! Rent includes everything: utilities, fully furnished, yard maintenance. Available July 17th, 2026. 1890-built historical home lovingly renovated by local craftsmen while retaining all original character: 1960 sf (added 500 sf tub cove), 2.5 bath/2+ "flex" bedrooms (each with queen sized beds), living room, flex dining room/entrance foyer or "keeping room", includes a master suite with soaking tub, low-no step access shower. 10 ft. ceilings with 9' windows throughout, original trim allowing amazing light and space. Fireplaces in each living area/bedroom with period mantels - refinished original hardwood flooring in living areas and bedrooms; waterproof quality laminate in kitchen/mudroom, bathrooms (low maintenance). Gourmet kitchen (gas range, three ovens); home is fully furnished in traditional Kentucky decor with a comfortable equestrian theme and features artwork from Kentucky artists. Option of partially furnished. Full sized stacked washer/dryer laundry area; plenty of storage space, 80 gallon water tank for plenty of hot water for soaking tub; great water pressure for relaxing showers. New plank fencing (with wire fill) in back yard provides a safe space for beloved pets. Perfect for hard working professionals needing a relaxing, stress free, private home to "reboot". Option of use of two car garage, ample parking. Rent includes: all yard maintenance, all utilities, WiFi internet access, all furnishings, kitchen/bath basics. Please submit Zillow application: tours provided only to qualified applicants. Local owner personally manages and maintains this property. Located in 5 minute walking distance of world famous Ouita Michel's Midway Bakery; minutes from her Wallace Station and Michelin-nominated Holly Hill Inn restaurants. Located a few blocks from downtown Midway and Midway University, beautiful 20 minute drive to Keeneland and Bluegrass Airport, quick I64/ I75 freeway access to Downtown Lexington, UK campus, Central Baptist and St. Joseph hospitals or west to Frankfort (12 minutes)/Louisville (1 hr.). Or jump on your bike and head out for a morning ride on beautiful Kentucky country back roads. Beautiful view of plank fenced pastures from front porch. This is a non-smoking, tobacco free property. Pets evaluated on a case by case basis. Tours provided only to qualified applicants (Zillow application preferred).

The property manager

Nearby schools

Students who live in 408 S Winter St attend the following Woodford County School District (Unified School District) public schools:

GreatSchools ratings are based on test scores and additional metrics when available.

408 S Winter St

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