5566 Marleon Dr, Windermere, FL 34786
OFF MARKET

5566 Marleon Dr
Windermere, FL 34786

  • 5 Beds
  • 6 Baths
  • 4,675 sqft (on 0.94 acres)

$1,729,400

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $11,817/mo*

$1,729,400

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $11,817/mo*
5 Beds
6 Baths
4,675 sqft
(on 0.94 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Welcome to this stunning 5-bedroom, 6-bathroom Pool home located in the highly sought after Lake Cypress Cove community in Windermere. This exquisite residence offers unparalleled luxury and modern convenience on a sprawling 0.9-acre lot. The open floor plan, accentuated by soaring 12-foot ceilings, creates a bright and airy atmosphere, making the home feel even more spacious and inviting. This gourmet kitchen combines practical features with stylish elements, making it a perfect space for preparing meals and entertaining guests at the same time being a chef’s dream. Featuring top-of-the-line appliances, including a gas cooktop and ample counter space. Enjoy loads of storage space with a large hidden walk-in pantry, perfect for keeping your kitchen organized and stocked. The formal dining rooms is great for entertaining, featuring a custom stone accent wall, wine closet and wet bar! The primary suite, along with two additional bedrooms with en suite bathrooms, are conveniently located on the first floor. The generously sized owner's suite features a high tray ceiling and large windows that let in ample natural light, creating a serene and inviting atmosphere. The Primary bath is beautifully designed with a huge walk-in shower providing a spa-like experience. The luxurious stand-alone garden tub is perfect for unwinding after a long day. Step into luxury with two expansive custom walk-in closets, designed to meet all your storage needs with style and sophistication. A convenient washer / dryer hook up is also available in the master closet. The second floor boast 2 more bedrooms and a 23x15 bonus room that leads to a 14x22 screened in balcony. The Balcony provides a serene spot to enjoy the picturesque view of the almost 1 acre lot, pool, spa and fire pit! Equipped with solar panels, this home offers eco-friendly living and reduced energy costs.. Experience the ultimate in convenience and functionality with this spacious three-car split-side garage featuring a Tesla car charger. The innovative split-side design allows for easier maneuverability and access. All this with easy access to major highways, shopping, restaurants, attractions & entertainment venues and Top Rated Schools. Less than 15 minutes from Walt Disney World and less than 25 minutes from Universal and Downtown Orlando. This is your opportunity to own a piece of paradise in one of the most desirable neighborhoods. Don't miss out—schedule your viewing today!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from August 16, 2024

Home Highlights

Parking
3 Car Garage
Outdoor
Patio, Pool
View
Pool, Trees/Woods
HOA
$120/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 5566 Marleon Dr

Interior Features

Interior Details
Number of Rooms: 14Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Primary Bathroom, Balcony Porch Lanai, Bonus Room, Dinette, Dining Room, Kitchen, Laundry, Living RoomWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 6
Dimensions and Layout
Living Area: 4675 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Solar, Street Lights, Water ConnectedAppliances: Oven, Cooktop, Dishwasher, Dryer, Exhaust Fan, Microwave, Refrigerator, WasherDishwasherDryerLaundry: Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Electric,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: Heated, In GroundNo FireplaceHas a Spa
Gas & Electric
Electric: Photovoltaics Seller OwnedHas Electric on Property
Windows, Doors, Floors & Walls
Window: Shutters, Window TreatmentsDoor: French Doors, Outdoor Grill, Outdoor Kitchen, Sliding DoorsFlooring: Carpet, Ceramic Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Ceramic Tile, Hardwood
View
Has a ViewView: Pool, Trees/Woods
Security
Security: Security Lights, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, PatioVegetation: Mature Landscaping, Trees/LandscapedOther Structures: Outdoor KitchenExterior: Balcony, Courtyard, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Rain GuttersFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Driveway,Electric Vehicle Charging Station(s),Garage Door Opener,Garage Faces Side,Ground Level,Split Garage
Pool
Pool: Gunite, Heated, In GroundPool
Frontage
Road Frontage: Street Dead-EndRoad Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 2

Property Information

Year Built
Year Built: 2015
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Mediterranean
Building
Construction Materials: Block, Stone, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 132327440300150

Price & Status

Price
List Price: $1,650,000
Status Change & Dates
Off Market Date: Tue Jul 23 2024Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Location

Direction & Address
City: WINDERMERECommunity: LAKE CYPRESS COVE PH 03
School Information
Elementary School: Windermere ElemJr High / Middle School: Bridgewater MiddleHigh School: Windermere High School

Building

Building Details
Builder Name: Emerald
Building Area
Building Area: 6931 Square Feet

Community

Not Senior Community

HOA

HOA Name: Kristy LarabeeAssociation for this Listing: Orlando RegionalHas an HOAHOA Fee: $120/Monthly

Lot Information

Lot Area: 0.94 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6225393Showing Considerations: Lockbox, See RemarksShowing Requirements: Appointment Only, Lockbox - Electronic, ShowingTimeUniversal Property Id: US-12095-N-132327440300150-R-N
Last check for updates: about 12 hours ago
Listed by Paul Baker
RE/MAX PRIME PROPERTIES, (407) 347-4512
Nicole Ritchie-Bacchus, (321) 332-3111
RE/MAX PRIME PROPERTIES, (407) 347-4512
Bought with: Patti Kincaid, (407) 810-9231, BHHS FLORIDA REALTY, (407) 876-2090
Co-Buyer's Agent: Andrew Kincaid, (407) 304-0454, BHHS FLORIDA REALTY, (407) 876-2090
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6225393
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

Price History for 5566 Marleon Dr

DatePriceEventSource
08/16/2024$1,600,000Sold
Stellar MLS #O6225393
07/23/2024$1,650,000PendingStellar MLS #O6225393
07/21/2024$1,650,000Listed For SaleStellar MLS #O6225393
12/18/2015$850,000Sold
N/A
09/01/2015$899,990PriceChange
Agent Provided
08/14/2015$909,015PriceChange
Agent Provided
08/12/2015$909,014PriceChange
Agent Provided
06/13/2015$908,989PriceChange
Agent Provided
05/09/2015$948,989PriceChange
Agent Provided
04/07/2015$948,990PriceChange
Agent Provided
02/03/2015$967,961PriceChange
Agent Provided
01/28/2015$968,651PriceChange
Agent Provided
12/10/2014$967,751PriceChange
Agent Provided
11/19/2014$963,701PriceChange
Agent Provided
11/11/2014$951,201Listed For SaleAgent Provided
03/07/2012$1,351,800ListingRemovedAgent Provided
03/06/2012$1,351,800Listed For SaleAgent Provided
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Property Tax and Assessment

Year2024
Tax$23,481
Assessment$1,394,594
Home facts updated by county records

Comparable Sales for 5566 Marleon Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.21
Single-Family Home
$1,980,000
11/24/25
4
5
5,457
0.26
Single-Family Home
$1,470,000
06/16/25
5
5
5,188
0.32
Single-Family Home
$1,750,000
09/12/25
5
4.5
5,844
0.17
Single-Family Home
$2,050,000
10/20/25
6
4.5
6,355
0.38
Single-Family Home
$1,699,000
03/10/26
4
5
4,329
0.31
Single-Family Home
$1,400,000
07/16/25
4
4
4,079
0.35
Single-Family Home
$2,000,000
08/25/25
4
5
3,966
0.47
Single-Family Home
$1,800,000
01/15/26
4
4.5
4,247
0.11
Single-Family Home
$3,350,000
07/15/25
6
6.5
6,968
0.40
Single-Family Home
$3,100,000
04/30/26
5
6.5
5,501

Nearby homes

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Assigned Schools

These are the assigned schools for 5566 Marleon Dr.
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."
  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
  • 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."
  • 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. "
  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
  • 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."
  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
  • 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. "
  • 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."
  • 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."
  • 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."
  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
  • Carylpalmerini17
    "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
  • Shariel A.
    "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
  • 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."
  • 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."
  • 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."
  • 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. "
  • Afanador713
    "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
  • 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! "
  • Jessica
    "lots of families and super safe and pet friendly. also super active community and lots of greenspace to excercise in. "
  • Fabiana B.
    "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
  • 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. "
  • 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 "
  • Anthony G.
    "People are very family oriented. Neighbors came about the appearance and condition of their property."
  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
  • 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."
  • Alex P.
    "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
  • Jessica M.
    "Great neighborhood, great people, great atmosphere. I always love visiting this area. Communities are kept clean and look inviting. "
  • Jamesgkoshy
    "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
  • 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. "
  • 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"
  • Joanna T.
    "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
  • 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. "
  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "

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Homes for sale near 5566 Marleon Dr

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5566 Marleon Dr, Windermere, FL 34786 is a 5 bedroom, 6 bathroom, 4,675 sqft single-family home built in 2015. This property is not currently available for sale. 5566 Marleon Dr was last sold on Aug 16, 2024 for $1,600,000 (3% lower than the asking price of $1,650,000). The current Trulia Estimate for 5566 Marleon Dr is $1,729,400.