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17538 Black Rail Street, Windermere, FL 34786

72 photos in the listing

17538 Black Rail Street

Windermere, FL 34786 · Orange County

$1,189,000

5

Beds

5

Baths

4,999

Sq ft

2014

Year built

Location

About this home

WATER VIEW! DISNEY FIREWORKS! 4,999 SQ FT OF LIVING SPACE! TWO PRIMARY SUITES, ONE ON EACH FLOOR! 3 CAR GARAGE! Located in the desirable Enclave community of Windermere, this spacious 5 bedroom home offers an exceptional floor plan with a primary suite on the first floor and a generously sized primary retreat upstairs. Highlights include expansive living areas, formal dining room, private office, dedicated Media Room, and a large upstairs Loft, offering plenty of space for entertaining, relaxing, and everyday living. The spacious kitchen features a pantry and ample storage, complemented by a covered lanai overlooking the water. A well designed Mudroom with extensive custom cabinetry and generous storage, plus a central vacuum system, adds everyday convenience. Beautifully maintained, this residence combines generous living space, comfort, and versatility, with excellent potential to personalize its interiors to your own style. Enjoy the best of Windermere living with beautiful water views, Disney fireworks in the distance, and an exceptional combination of space, functionality, and location.

Facts & features

Interior

Bedrooms
5
Bathrooms
5
Living area
4,999 sq ft
Stories
2
Flooring
Carpet, Ceramic Tile
Appliances
Built-In Oven, Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Water Heater, Microwave, Washer
Features
Built-in Features, Central Vaccum, High Ceilings, In Wall Pest System, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Smart Home, Stone Counters, Walk-In Closet(s)
Cooling
Central Air
Heating
Central, Electric

Exterior & lot

Lot size
0.21 acres
Construction
Block
Roof
Tile

Parking

Garage spaces
3

Financial

Price / sqft
$238/sqft
Annual tax
$17,730.28
Tax year
2025
HOA fee
$502.99
HOA billed
Quarterly

Utilities

Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected
Water
Public
Sewer
Public Sewer

Property

Property type
Single Family
Year built
2014
Subdivision
Enclave
Days on market
4 days

Estimate your monthly cost

Twenty percent down over thirty years at 6.5%. Insurance is not included.

Principal & interest
$6,012
Property tax
$1,478
HOA dues
$168
Estimated monthly
$7,658

Ask about this property

Answered from this listing’s own figures and the sales around it.

Similar homes nearby

Price history

From the property’s MLS record.

DateEventPriceChange
Oct 16, 2026Listed$1,189,000—

Neighbourhood

The schools below come from the MLS record for this home. Walking, transit and cycling figures for Windermere, FL are not connected yet, so this page does not show them.

About this area

WINDERMERE, FL sits in Orange County. Asking prices on the 8 nearest homes we hold run from $1,870,000 to $3,100,000, with $2,315,000 in the middle. Those are asking prices, not closed sales. The MLS record names Sunset Park Elem (elementary), Horizon West Middle School (middle), Windermere High School (high) as the assigned schools.

Written from this listing’s own record and the homes we hold nearby.

Elementary school
Sunset Park Elem
Assigned school from the MLS record
Middle school
Horizon West Middle School
Assigned school from the MLS record
High school
Windermere High School
Assigned school from the MLS record

Frequently asked questions

What would 17538 BLACK RAIL STREET, WINDERMERE cost per month?

About $7,658 a month: $6,012 principal and interest, $1,478 property tax, $168 HOA. That assumes 20% down at 6.5% over 30 years, and leaves out insurance.

Is 17538 BLACK RAIL STREET, WINDERMERE priced fairly?

Comparable homes nearby put it between $2,354,754 and $2,709,234, with $2,531,994 in the middle. Those are asking prices, not closed sales: 8 properties of the same type within three miles, each within 20% of this one's size and a bedroom either way, at a median of $507 a square foot.

How does 17538 BLACK RAIL STREET, WINDERMERE compare to nearby homes?

8 comparable properties within three miles. The nearest: 12102 MONTALCINO CIRCLE, WINDERMERE, FL at $3,100,000, 4,296 sq ft, 0.22 miles away; 11753 VINCI DRIVE, WINDERMERE, FL at $2,150,000, 4,037 sq ft, 0.26 miles away; 6417 LAKE BURDEN VIEW DRIVE, WINDERMERE, FL at $2,960,000, 5,935 sq ft, 0.71 miles away.

How long has 17538 BLACK RAIL STREET, WINDERMERE been on the market?

1 day on the market.

Has the price of 17538 BLACK RAIL STREET, WINDERMERE changed?

The price has not moved since it was listed.

How big is 17538 BLACK RAIL STREET, WINDERMERE?

5 bed, 5 bath, 4,999 square feet. That is $238 a square foot.

What year was 17538 BLACK RAIL STREET, WINDERMERE built?

Built in 2014.

What is the HOA fee at 17538 BLACK RAIL STREET, WINDERMERE?

The association fee works out to $168 a month.

What are the property taxes at 17538 BLACK RAIL STREET, WINDERMERE?

Property tax works out to about $1,478 a month, $17,730 a year, on the 2025 assessment.

Is 17538 BLACK RAIL STREET, WINDERMERE still available?

It is still on the market.

Listing

Listed by
Mauro Mateo
Brokerage
KARDOSH REALTY
MLS number
MFR814090326

Listing information is deemed reliable but is not guaranteed.