17550 BLACK RAIL STREET, Windermere, FL 34786
OFF MARKET

$1,428,500

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 4,908 sqft

17550 BLACK RAIL STREET, Windermere, FL 34786

Est. Refi. Payment $10,345/mo*
Refinance Your Home
Currently Off Market - Sold Dec 9, 2024 for $1,335,000

Home Value

Trulia Estimate
$1.43M
Since last month
$300 (0%)
Since last year
Increased$115K (+8.7%)
Since last sale
Increased$93K (+7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +100% in the last 10 years
MonthEstimated value
2026
September 2026$1.43M
August 2026$1.43M
July 2026$1.39M
June 2026$1.34M
May 2026$1.31M
April 2026$1.3M
March 2026$1.28M
February 2026$1.29M
January 2026$1.29M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
17521 BLACK RAIL STREET, Windermere, FL
0.07
Single-Family Home
$1,400,000
05/07/26
6
4.5
5,316
6443 SWANSON STREET, Windermere, FL
0.15
Single-Family Home
$1,100,000
09/09/26
5
4
3,971
6379 SWANSON STREET, Windermere, FL
0.15
Single-Family Home
$1,050,000
07/31/26
5
4
3,804
11658 HAMPSTEAD STREET, Windermere, FL
0.14
Single-Family Home
$1,250,000
05/12/26
7
4.5
4,563
11646 HAMPSTEAD STREET, Windermere, FL
0.15
Single-Family Home
$960,000
10/16/25
4
2.5
2,798
12235 MONTALCINO CIRCLE, Windermere, FL
0.39
Single-Family Home
$1,750,000
06/30/26
4
4.5
4,550
11208 LEDGEMENT LANE, Windermere, FL
0.24
Single-Family Home
$970,000
06/01/26
5
3.5
2,788
6569 CRESTMONT GLEN LANE, Windermere, FL
0.27
Single-Family Home
$1,030,000
04/27/26
4
3.5
3,080
11413 CAMDEN PARK DRIVE, Windermere, FL
0.57
Single-Family Home
$1,395,000
07/20/26
5
3.5
3,840
11314 LEDGEMENT LANE, Windermere, FL
0.30
Single-Family Home
$880,000
03/16/26
4
3.5
3,080

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
17551 BLACK RAIL STREET, Windermere, FL 34786
0.03
$1,309,000
5
4
3,972
Off Market
17545 BLACK RAIL STREET, Windermere, FL 34786
0.04
$1,203,300
6
4
4,511
Off Market
6326 SWANSON STREET, Windermere, FL 34786
0.06
$1,149,300
4
4
3,295
Off Market
17526 BLACK RAIL STREET, Windermere, FL 34786
0.05
$1,500,000
5
4
3,656
For Sale
17521 BLACK RAIL STREET, Windermere, FL 34786
0.07
$1,400,000
6
4.5
5,316
Recently Sold
17520 BLACK RAIL STREET, Windermere, FL 34786
0.07
$777,000
4
2
2,380
Recently Sold
17514 BLACK RAIL STREET, Windermere, FL 34786
0.08
$692,000
4
2
2,373
Recently Sold
11769 HAMPSTEAD STREET, Windermere, FL 34786
0.08
$1,472,400
5
4
4,979
Off Market
17503 BLACK RAIL STREET, Windermere, FL 34786
0.10
$1,212,500
4
3.5
4,501
Off Market
11780 HAMPSTEAD STREET, Windermere, FL 34786
0.10
$1,246,900
6
4.5
4,513
Off Market
11671 HAMPSTEAD STREET, Windermere, FL 34786
0.10
$1,172,500
4
4
3,291
Off Market

Local Information

  • Map ViewExplore the area around 17550 BLACK RAIL STREET.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2015
4,908 sqft
$291/sqft
4 Car Garage
HOA $167/mo

About this House

What's unique:Screened poolPool homeCovered lanaiFlexible spaceBuilt-in custom storage systemTheater room
Seller may consider buyer concessions if made in an offer ~ There has never been a more perfect blend of modern luxury and the comforts of home! Welcome to the Enclave, a premier Windermere community and this gorgeous 5-bedroom, 4-full bath POOL HOME with versatile bonus space for room to grow plus TOP-RATED SCHOOLS and a WATER VIEW! Immaculately maintained the lush landscaping paired with the TILE ROOF, stacked stone accents and window shutters give you unparalleled curb appeal and the SPLIT GARAGES provide ample parking. The light and bright OPEN CONCEPT main floor delivers not only formal living and dining spaces making gathering with family and entertaining friends a breeze, and a comfortable family room open to a chef’s dream kitchen, but a MAIN FLOOR BEDROOM next to a FULL BATH and MUDROOM complete with built-in shoe storage. Perfectly situated in the heart of the home, the kitchen gives off modem farmhouse vibes while still maintaining a quiet elegance delivering LUXURY VINYL PLANK WOOD FLOORS, shaker style cabinetry that goes all the way to the ceiling, stainless steel appliances, recessed and pendant lighting, stylish backsplash, large island with breakfast bar seating, a casual dining nook overlooking the pool/pond, and a butler’s pantry where you will find a massive WALK-IN PANTRY for endless storage! The second floor of this home is just as impressive with a BONUS/LOFT, three guest bedrooms all featuring walk-in closets and two with en-suite baths, a THEATER ROOM, convenient laundry and the cherry on top is the expansive OWNER’S SUITE. There are five windows for fantastic natural light, a private en-suite bath that rivals a spa and a 16x10 WALK-IN CLOSET with a BUILT-IN CUSTOM STORAGE SYSTEM. This home enjoys no neighbors to the right where you will find the community park/playground and the pond behind is the perfect backdrop to the SCREENED POOL and COVERED LANAI! The Enclave is conveniently located just off Chase Road and SR 535 for easy access to Downtown Windermere, local shopping, restaurants, golf courses, lakes and Hwy 429 if you commute. Zoned for A-RATED SCHOOLS and only minutes from Windermere Prep, this community is also known for its proximity to the Butler Chain of Lakes if you’re seeking the lake life and Disney Parks if you’re an annual pass holder. Filled with upgraded finishes and tons of flexible space, this thoughtfully designed light filled floor plan is ready to welcome you HOME!
17550 BLACK RAIL STREET, Windermere, FL 34786 is a 5 bedroom, 4 bathroom, 4,908 sqft single-family home built in 2015. It last sold for $1,335,000 on Dec 9, 2024 (1% above the $1,325,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,428,500, with a rent estimate of $6,274/month.
Last check for updates: about 14 hours ago
Listed by Jenny Wemert, (407) 809-1193
WEMERT GROUP REALTY LLC, (407) 743-8356
Danielle O'Quinn, (316) 734-1375
WEMERT GROUP REALTY LLC, (407) 743-8356
Bought with: Ryan Harp, (407) 493-7329, KELLER WILLIAMS REALTY AT THE PARKS, (407) 629-4420
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6239894
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 17550 BLACK RAIL STREET

Interior Features

Interior Details
Number of Rooms: 12Types of Rooms: Primary Bedroom, Additional Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Balcony Porch Lanai, Dining Room, Family Room, Kitchen, Living Room, Loft, Media Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 4908 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Public, Water AvailableAppliances: Oven, Cooktop, Dishwasher, Dryer, Microwave, Range Hood, Refrigerator, WasherDishwasherDryerLaundry: Laundry Room,Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Door: French DoorsFlooring: Carpet, Luxury Vinyl, Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Luxury Vinyl, Tile
View
Has a ViewView: Water, Pond

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Front Porch, Rear Porch, ScreenedVegetation: Mature Landscaping, Trees/LandscapedExterior: Irrigation System, Lighting, Rain Gutters, SidewalkFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Driveway,Garage Faces Side,Split Garage,Tandem
Pool
Pool: In Ground, Lighting, Screen EnclosurePool
Frontage
WaterfrontWaterfront: PondRoad Surface Type: PavedOn Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 44

Property Information

Year Built
Year Built: 2015
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 302328246500710

Price & Status

Price
List Price: $1,325,000
Status Change & Dates
Off Market Date: Sat Oct 26 2024

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINDERMERECommunity: ENCLAVE
School Information
Elementary School: Sunset Park ElemJr High / Middle School: Horizon West Middle SchoolHigh School: Windermere High School

Building

Building Area
Building Area: 6405 Square Feet

Community

Community Features: Community Mailbox, Deed Restrictions, Park, Playground, SidewalksNot Senior Community
Other
Playground

HOA

HOA Name: Premier Association ManagementHOA Phone: 407-333-7787Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $167/Monthly

Lot Information

Lot Area: 8999 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6239894Water ViewWater View: Water, PondShowing Considerations: Pet(s) on PremisesShowing Requirements: Appointment Only, Call Agent 2, ShowingTimeUniversal Property Id: US-12095-N-302328246500710-R-N

Additional Information

Community MailboxDeed RestrictionsParkPlaygroundSidewalks

Price and Tax history

DateEventPrice
Dec 9, 2024
Source: Stellar MLS #O6239894
Sold
$1,335,000
Oct 27, 2024
Source: Stellar MLS #O6239894
Pending
$1,325,000
Sep 12, 2024
Source: Stellar MLS #O6239894
Listed For Sale
$1,325,000
Feb 28, 2022
Source: N/A
Sold
$1,200,000
Jan 16, 2022
Source: Stellar MLS #S5060195
Pending
$1,190,000

Market trends in Windermere

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$856K
$41.5KMoM
Sale-to-List Price
96.8%
0.4%MoM
Price per sq ft
$297
$5MoM
Available listings
274
22MoM

Around this home

What Locals Say about Windermere

At least 271 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 92 % Say there are sidewalks

  • 87 % Say car is needed

  • 87 % Say parking is easy

  • 81 % Say people would walk alone at night

  • 80 % Say it's quiet

  • 80 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 75 % Say streets are well-lit

  • 64 % Say yards are well-kept

  • 60 % Say they plan to stay for at least 5 years

  • 59 % Say it's walkable to grocery stores

  • 56 % Say there's wildlife

  • 55 % Say it's walkable to restaurants

  • 54 % Say neighbors are friendly

  • 40 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Anjalique Creative Concepts
    "We’ve lived in this area for 5 years and absolutely love it! The people in the community are always friendly, welcoming and supportive of one another. All the surrounding neighborhoods are well maintained and there are always organized activities in the community that makes it fun to meet new residents moving in."
    0
    Flag
  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
    0
    Flag
  • Valentina
    "Trick or treating is big but it’s more about small groups of neighbors doing things together rather than large activities in the entire neighborhood."
    0
    Flag
  • Juliana Daurio
    "I moved to Windermere in 2004. When my kids were 3 and 4. This feels like home since then. Now that my kids are gone I see no need to move. I have many nice neighbors and enjoy everything that this area has to offer. "
    0
    Flag
  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
    0
    Flag
  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
    0
    Flag
  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
    0
    Flag
  • Datylberman
    "I work at home so I’m not versed in the commute anywhere.many people in Windermere work at hone also.friends who work downtown are happy with their commute."
    0
    Flag
  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
    0
    Flag
  • Garrett Hendrickson
    "Some home owners don’t want neighbors dogs to relieve themselves in their yard. This is even if you clean up after your pet. "
    0
    Flag
  • Ngandhi62
    "Great areas to walk dogs and great puppy parks. Very close convenient veterinarians and pet supply stores. There are also many pet owners in area, therefore a nice social community is created."
    5
    Flag
  • Sean H.
    "It is a very pet friendly neighborhood. And has many fenced in dog areas and 90% of people are respectful enough to clean up after their dogs."
    3
    Flag
  • Limegreenlilo
    "Quiet & neighbors look out for one another. We have a FB page for residents to help each other out. I have been a resident ten years and love living here. HOA is good and they keep everything nice."
    0
    Flag
  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
    3
    Flag
  • Carylpalmerini17
    "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
    3
    Flag
  • Shariel A.
    "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
    1
    Flag
  • Msldancer
    "See lots of dogs in the area, most are very social. But I do not like that some owners do not put their dogs on leashes, they also then get mad when you come by even though you’re dog is leashes as it should be."
    2
    Flag
  • Mckenziejl
    "They would like the many trails and dog parks. Most of the neighborhoods are not gated or man guarded, so you can easily move in and out of them. Each neighborhood is unique and wherher you're going for walk with or without you pet, the time would be enjoyable."
    0
    Flag
  • Jessica
    "30min or less to get to any of the central Florida locations. Some locations can even see fireworks. Traffic can be a little heavy during the am/pm rush but nothing super crazy."
    2
    Flag
  • Stephanie F.
    "Easy to get to Disney. I work on Disney property. High traffic during rush hour times. Very quick during non peak rush hour times. "
    1
    Flag
  • Afanador713
    "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
    0
    Flag
  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
    Flag
  • David M.
    "I’ve lived in Windermere for 3+ years and absolutely love it! Great schools, homes and atmosphere! Wouldnt live in any other neighborhood! "
    0
    Flag
  • Jessica
    "lots of families and super safe and pet friendly. also super active community and lots of greenspace to excercise in. "
    2
    Flag
  • Fabiana B.
    "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
    1
    Flag
  • Dasom.jang
    "It’s a nice and safe area to live in. There isn’t much going on, but there are food truck nights once a month, and farmer’s market on every Saturday in Winter Garden. "
    0
    Flag
  • John F.
    "I have lived in Windermere for 20 years. Very safe and good clean people. The cops are very responsive and people are rich and have class "
    0
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  • Anthony G.
    "People are very family oriented. Neighbors came about the appearance and condition of their property."
    0
    Flag
  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
    0
    Flag
  • Evelyn T.
    "It’s a small oasis away from the hustle and bustle of such a vacation heavy town. I love getting to feel like I’m actually away from work and in a calm space but still be a 20 minute commute."
    1
    Flag
  • Alex P.
    "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
    0
    Flag
  • Jessica M.
    "Great neighborhood, great people, great atmosphere. I always love visiting this area. Communities are kept clean and look inviting. "
    1
    Flag
  • Jamesgkoshy
    "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
    0
    Flag
  • Loypippin
    "It’s a safe area but growing too quickly. Too many new houses and schools getting crowded. The schools are great, but need to be built faster to keep up. "
    1
    Flag
  • Beverly B.
    "It is very safe well lighted small community with many families with and without children. Everyone is friendly and keep their properties in great shape"
    0
    Flag
  • Joanna T.
    "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
    1
    Flag
  • Princess J.
    "Great place to live, and I feel safe in this area. I moved to this area when I moved to Florida and it was the best decision. "
    1
    Flag
  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 17550 BLACK RAIL STREET

  • What is 17550 BLACK RAIL STREET estimated to be worth?
    Trulia's estimated value for 17550 BLACK RAIL STREET in Windermere, FL is $1,428,500.
  • What is the price history for 17550 BLACK RAIL STREET?
    17550 BLACK RAIL STREET in Windermere, FL last sold for $1,335,000 in December 2024.
  • Is Windermere a buyer's or seller's market?
    Windermere is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Windermere?
    The median sale price in Windermere is $856K. That is up $41.5K from the prior month.
  • Does 17550 BLACK RAIL STREET have air conditioning?
    Yes, 17550 BLACK RAIL STREET in Windermere, FL has air conditioning.
  • Does 17550 BLACK RAIL STREET have a pool?
    Yes, 17550 BLACK RAIL STREET in Windermere, FL has a pool.

Explore by feature - Pet Friendly

57 pet-friendly rentals in Windermere, FL

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Explore by feature - Pool

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Off Market Homes Near 17550 BLACK RAIL STREET

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