1633 Whitney Isles Dr, Windermere, FL 34786
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OFF MARKET

1633 Whitney Isles Dr
Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 2,728 sqft

$714,600

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $5,013/mo*
Refinance Your Home

$714,600

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $5,013/mo*
Refinance Your Home
4 Beds
4 Baths
2,728 sqft

Local Information

  • Map ViewExplore the area around 1633 Whitney Isles Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Living Area
2,728 sqft
Price/Sqft
$262
Parking
Attached Garage

About this House

Live in this luxurious villa in THE BELMERE GATED COMMUNITY, the most desired area in Windermere. Only minutes to historic downtown Windermere. Spanish style newer construction with gable tile roof. Gorgeous inlaid marble flooring, built ins, and high ceilings. Beautiful chef kitchen. Great open floor plan for easy entertaining. Enclosed pool deck and upstairs in-law room and bath. Split floor plan with one bedroom at the front of the house, spacious master bedroom in back and adjacent junior suite. All bedrooms have own bathroom. Top rated schools.

Community amenities include pool, tennis courts, gym, playground and volleyball court.

Move in starting July 1, 1 year lease.
1633 Whitney Isles Dr, Windermere, FL 34786 is a 4 bedroom, 4 bathroom, 2,728 sqft single-family home. It last sold for $410,000 on Oct 25, 2018 (9,709% above the $4,180 asking price). More recently, it was listed as a rental in May 2026 with an asking price of $4,400 per month. That rental listing was removed on June 2, 2026. It is currently off market. The Trulia Estimate is $714,600, with a rent estimate of $3,276/month.

Home Details for 1633 Whitney Isles Dr

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
Dishwasher
Heating & Cooling
Air ConditioningCooling System: Central Air
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Pool
Pool
Parking & Garage
Parking: Attached, On Site

Additional Information

Clubhouse

Price History for 1633 Whitney Isles Dr

DatePriceEventSource
06/02/2026$4,180ListingRemovedZillow Rentals
05/29/2026$4,180PriceChange
Zillow Rentals
05/10/2026$4,400Listed For RentZillow Rentals
05/29/2024ListingRemovedZillow Rentals
05/18/2024$4,250Listed For RentZillow Rentals
06/26/2023ListingRemovedZillow Rentals
06/25/2023$3,850Listed For RentZillow Rentals
06/08/2023ListingRemovedZillow Rentals
06/01/2023$3,850Listed For RentZillow Rentals
04/22/2023ListingRemovedStellar MLS #S5082451
04/03/2023$759,000Listed For SaleStellar MLS #S5082451
02/27/2021ListingRemovedN/A
06/15/2020$2,900ListingRemovedN/A
06/06/2020$2,900Listed For RentN/A
10/25/2018$410,000Sold
N/A
09/05/2018$425,000PriceChange
Agent Provided
08/22/2018$429,000Listed For SaleAgent Provided
06/22/2017$2,700ListingRemovedAgent Provided
06/10/2017$429,000ListingRemovedAgent Provided
06/10/2017$2,700PriceChange
Agent Provided
06/02/2017$429,000PriceChange
Agent Provided
05/31/2017$2,750Listed For RentAgent Provided
05/09/2017$439,000PriceChange
Agent Provided
04/23/2017$449,000Listed For SaleAgent Provided
12/13/2010$495,000ListingRemovedAgent Provided
07/09/2007$550,000Sold
N/A
08/17/2005$540,000Sold
N/A

Market trends in Windermere

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$722K
$50KMoM
Sale-to-List Price
97.3%
0.2%MoM
Price per sq ft
$273
$11MoM
Available listings
285
6MoM
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Property Tax and Assessment

Year2024
Tax$9,321
Assessment$606,494
Home facts updated by county records

Comparable Sales for 1633 Whitney Isles Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1444 WHITNEY ISLES DRIVE, Windermere, FL
0.06
Single-Family Home
$685,000
08/01/25
4
3.5
3,268
1638 WHITNEY ISLES DRIVE, Windermere, FL
0.03
Single-Family Home
$830,000
10/30/25
5
4
3,151
11313 VIA ANDIAMO, Windermere, FL
0.27
Single-Family Home
$595,000
10/28/25
4
3.5
2,727
1451 WHITNEY ISLES DRIVE, Windermere, FL
0.03
Single-Family Home
$925,000
12/30/25
4
3.5
3,938
1430 GLENWICK DRIVE, Windermere, FL
0.12
Single-Family Home
$720,000
06/24/26
4
3
2,606
1656 WHITNEY ISLES DRIVE, Windermere, FL
0.05
Single-Family Home
$630,000
11/04/25
3
3
2,433
1369 GLENWICK DRIVE, Windermere, FL
0.13
Single-Family Home
$657,000
04/23/26
4
3
2,400
11234 RAPALLO LANE, Windermere, FL
0.18
Single-Family Home
$512,290
07/01/26
4
2.5
2,236
1220 GLENHEATHER DRIVE, Windermere, FL
0.18
Single-Family Home
$704,000
09/18/25
4
3
2,695
918 ALGARE LOOP, Windermere, FL
0.24
Single-Family Home
$611,000
06/18/26
4
3
2,553

Nearby homes

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Assigned Schools

These are the assigned schools for 1633 Whitney Isles Dr.
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 270 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

  • 79 % 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

45 pet-friendly rentals in Windermere, FL

Explore by feature - Garage

48 rentals with a garage in Windermere, FL

Explore by feature - Air Conditioning

56 rentals with air conditioning in Windermere, FL

Explore by feature - Pool

81 rentals with a pool in Windermere, FL

Explore by feature - Washer/dryer

49 rentals with a washer/dryer in Windermere, FL

Explore by feature - Outdoor Space

21 rentals with an outdoor space in Windermere, FL

Homes for sale near 1633 Whitney Isles Dr

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Off Market Homes Near 1633 Whitney Isles Dr

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