10921 Bayshore Dr, Windermere, FL 34786
Property image
Property image
FOR RENT
APPLY INSTANTLY
PET FRIENDLY
FURNISHED

$18,250/mo

  • 4 Beds
  • 4.5 Baths
  • 4,500 sqft

10921 Bayshore Dr, Windermere, FL 34786

Available Oct 1
Cost and fees breakdown
Price may not include required fees and charges.
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Home Highlights

Single-Family Home
Attached Garage
Dogs allowed
Washer, Dryer
Forced Air Heating
$9,998 deposit

Local Information

  • Map ViewExplore the area around 10921 Bayshore Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Experience refined lakeside living in the heart of Windermere. Set along a tranquil and beautiful canal connected to Windermere's beautiful Chain of Lakes, the property offers an exceptional lakeside lifestyle surrounded by natural beauty. This stunning Mediterranean-inspired villa showcases timeless architectural beauty with graceful archways, soaring ceilings, rich textures, and thoughtfully crafted details throughout. Abundant natural light enhances the home's open, airy atmosphere, while elegant living spaces are designed for both entertaining and comfortable everyday living. Ideally situated on a peaceful dead end street, the home offers exceptional privacy while remaining just steps from charming downtown Windermere and Windermere Elementary School. With its captivating design, beautiful surroundings, and unbeatable location, this remarkable residence offers the perfect blend of tranquility, convenience, and classic Windermere luxury.

- Monthly rent is $18,250 for the main residence. Tenants who wish to include full use of the private boathouse may select the enhanced rental option at $19,750 per month.

- Term: 3 Months minimum to 2 years Maximum.

- Ready: October 1st.

- Included: Water/sewer.

- Tenant responsible for: electricity, cable, alarm, etc.

Details for 10921 Bayshore Dr

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Appliances & Utilities
DryerWasher
Levels, Entrance, & Accessibility
Floors: Hardwood, Tile

Days on Market

Days on Market: 10 days on Trulia

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: Oct 1stSmall dogs allowedDeposit: $9,998

Exterior Features

Pool
Pool
Parking & Garage
GarageParking: Attached Garage, On Site
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Costs and Fees

Required monthly rent & fees
  • Base rent
    $18,250/mo
Required one-time fees
  • Security deposit
    $9,998
  • Application fee
    Contact for details
  • Administrative fee
    Contact for details
Pricing is subject to change. All calculations are estimates and provided for informational purposes only. Actual amounts may include additional mandatory or optional fees. Please consult the community manager for a complete breakdown of all rental costs.
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Rental Market Trends in Windermere

Last updated Sep 2026
Trulia Rent Estimate$9,622/mo
Average rent
$2.95K
$100MoM
Available listings
129
View rental market trends in Windermere, FL

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
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  • 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
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  • 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
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Local Legal Protections

LGBTQ • Source of Income

Price and Tax history

DateEventPrice
Sep 11, 2026
Source: Zillow Rentals
Listed For Rent
$18,250
Feb 25, 2015
Source: N/A
Sold
$149,800
Nov 30, 2007
Source: Agent Provided
ListingRemoved
$1,475,000
Nov 14, 2007
Source: Agent Provided
Listed For Sale
$1,475,000
Oct 1, 1993
Source: N/A
Sold
$134,900
Miola Hedayat

Frequently asked questions about 10921 Bayshore Dr

  • What income do you need to rent 10921 Bayshore Dr?
    Most landlords look for monthly gross income of about 3× rent, or roughly $655K per year to rent 10921 Bayshore Dr in Windermere, FL at $18,250/mo.
  • What is the pet policy at 10921 Bayshore Dr?
    10921 Bayshore Dr in Windermere, FL allows small dogs.
  • How does the rent for 10921 Bayshore Dr compare to similar 4+ bedroom houses in Windermere?
    10921 Bayshore Dr in Windermere, FL rents about 163% above the area average for 4+ bedroom houses in Windermere ($6,940/mo).
  • What are the closest schools to 10921 Bayshore Dr?
    The closest schools to 10921 Bayshore Dr in Windermere, FL are Gotha Middle School (rated 6/10), Olympia High School (rated 5/10), Windermere Elementary School (Pre-K, rated 10/10).
  • Does 10921 Bayshore Dr have a pool?
    Yes, 10921 Bayshore Dr in Windermere, FL has a pool.
  • Does 10921 Bayshore Dr have laundry facilities?
    Yes, 10921 Bayshore Dr in Windermere, FL has in-unit laundry.

Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
$657,000 PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.

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10921 Bayshore Dr, Windermere, FL is a 4 bedroom, 5 bathroom, 4,500 sqft single-family home. 10921 Bayshore Dr was listed for rent for $18,250/month on Sep 11, 2026. This property is pet friendly.