904 MAIN STREET, Windermere, FL 34786
OFF MARKET

$3,581,100

Trulia Estimate
  • 4 Beds
  • 5 Baths
  • 6,079 sqft (on 2.24 acres)

904 MAIN STREET, Windermere, FL 34786

Est. Refi. Payment $25,127/mo*
Refinance Your Home
Currently Off Market - Sold Apr 30, 2025 for $3,650,000

Home Value

Trulia Estimate
$3.58M
Since last month
Decreased$27K (-0.7%)
Since last year
Decreased$43K (-1.2%)
Since last sale
Decreased$66K (-1.8%)
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 +62% in the last 10 years
MonthEstimated value
2026
August 2026$3.58M
August 2026$3.58M
July 2026$3.61M
June 2026$3.62M
May 2026$3.6M
April 2026$3.57M
March 2026$3.53M
February 2026$3.56M
January 2026$3.57M
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
1003 OAKDALE STREET, Windermere, FL
0.26
Single-Family Home
$2,350,000
10/14/25
6
5.5
4,599
606 E 6TH AVENUE, Windermere, FL
0.44
Single-Family Home
$2,175,000
06/18/26
4
4.5
4,471
830 OAKDALE STREET, Windermere, FL
0.15
Single-Family Home
$1,700,000
10/10/25
4
4.5
3,670
1020 OAKDALE STREET, Windermere, FL
0.18
Single-Family Home
$2,171,470
04/29/26
5
4.5
3,994
5138 FAIRWAY OAKS DR, Windermere, FL
0.49
Single-Family Home
$2,500,000
09/24/25
4
5
4,330
325 MAGNOLIA STREET, Windermere, FL
0.60
Single-Family Home
$2,249,000
07/06/26
4
3
3,975
9743 CHESTNUT RIDGE DRIVE, Windermere, FL
0.71
Single-Family Home
$3,250,000
09/26/25
5
6.5
6,328
5036 LATROBE DRIVE, Windermere, FL
0.68
Single-Family Home
$4,350,000
07/15/26
5
4.5
5,548
9915 GIFFIN COURT, Windermere, FL
0.82
Single-Family Home
$3,800,000
11/24/25
5
4
6,008
1002 OAKDALE STREET, Windermere, FL
0.17
Single-Family Home
$890,000
08/11/26
4
3
3,516

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
728 FOREST STREET, Windermere, FL 34786
0.11
$10,200,000
6
8.5
6,457
For Sale
925 MAIN STREET, Windermere, FL 34786
0.11
$1,042,400
5
2.5
2,971
Off Market
720 MAIN STREET, Windermere, FL 34786
0.13
$846,700
3
2
2,778
Off Market
1003 MAIN STREET, Orlando, FL 34786
0.14
$771,200
3
3
2,005
Off Market
98 E 10TH AVE, Windermere, FL 34786
0.15
$1,818,700
4
3.5
3,650
Off Market
836 OAKDALE STREET, Windermere, FL 34786
0.14
$2,053,200
4
4.5
3,917
Off Market
830 OAKDALE STREET, Windermere, FL 34786
0.15
$1,692,000
4
4.5
3,670
Off Market
826 OAKDALE STREET, Windermere, FL 34786
0.15
$1,375,800
4
6
3,753
Off Market
120 W 7TH AVENUE, Windermere, FL 34786
0.17
$1,445,900
4
5
3,191
Off Market
116 W 7TH AVENUE, Windermere, FL 34786
0.17
$1,009,000
3
3
2,412
Off Market
729 MAIN STREET, Windermere, FL 34786
0.16
$2,036,600
5
4
3,950
Off Market

Local Information

  • Map ViewExplore the area around 904 MAIN STREET.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2003
2.24 acre lot
6,079 sqft
$589/sqft
3 Car Garage

About this House

This property includes an Incredibly Rare Air Conditioned Boathouse that is completely renovated with Apartment, Kitchen and Bathroom. A Custom Platform Boat Lift with overhead garage door lends security and privacy that other boathouses do not offer....................... Owner is willing to renovate the pool deck to remove the flagstone and replace with a smooth finish travertine of your color choice - call for details ........................................ The home has all the latest state of the art technology allowing you to control everything from the convenience of your phone from the best Brands like Lutron Smart House Electronics to control Lighting, Nest for A/C, Schlage for Exterior Doors and MyQ for Overhead Garage Doors. The Whole House Generac Generator brings comfort and peace of mind to your family during the worst weather...................... The whole property has been completely remodeled with the finest materials. The Miele Kitchen Appliances boast a Free Standing Fridge & Freezer with Furniture Grade Cabinet Doors. The Steam Oven wall unit brings a whole new dimension to Gourmet meals with a 6 Burner Gas Range and separate Oven makes large parties a breeze........................................... The wall unit Convection Oven / Microwave gives a 3rd option for meal prep. An Ice Maker and Bar Sink in the Island gives the Mixologist a great place to Host friends & family. The Stainless Farmhouse Sink overlooks the Lake & Pool and provides another easy area for clean-up................................... This Home is the Entertainers Dream with a Huge Flagstone Pool Deck featuring a Covered Porch and Automatic Screens that make it the perfect place to enjoy amazing sunsets. Continue the fun indoors with a Luxurious Theatre complete with stadium seating, a Concession Stand with mini fridge, sink & Ticket Booth. It is the perfect place to host a birthday or weekend Slumber Party............................... The Resort like Primary Suite with Shower and Soaking Tub Inside a Bay Window Overlooking the Lake & Pool provides the most Romantic place to enjoy the Sunset and release the stress from your busy day. The Entrance Foyer Elevator opens up on the 2nd floor to a large mezzanine making it easy to get to the 3 upstairs Ensuite Bedrooms, Theatre & Office/Study................................ Each Bedroom has a private bath and oversized closet. All 3 Bedrooms have direct access to the huge balcony that overlooks the Pool & Lake................................ The 3 Car Garage is equipped with 2 Tesla Chargers. There is a separate 8 spot parking area for 8 Guests, perfect for larger gatherings........................ If you want to have a place where all of the kids and their friends want to hang out and create lasting memories this is it!..................... Windermere is a Golf Cart friendly community. The Brewery, Cafe, Pizza & Coffee shop is a short walk down Main Street. The Butler Chain has 13 interconnected lakes giving you over 5,000 acres of endless boating and fishing options
904 MAIN STREET, Windermere, FL 34786 is a 4 bedroom, 6 bathroom, 6,079 sqft single-family home built in 2003. It last sold for $3,650,000 on Apr 30, 2025 (9% below the $3,999,999 asking price). More recently, it was listed as a rental in December 2015 with an asking price of $8,495 per month. That rental listing was removed on March 4, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,581,100, with a rent estimate of $8,517/month.
Last check for updates: about 7 hours ago
Listed by Darrell Nunnelley, (407) 467-8069
VINTAGE REALTY GROUP LLC, (407) 217-5458
Bought with: Darrell Nunnelley, (407) 467-8069, VINTAGE REALTY GROUP LLC, (407) 217-5458
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6241373
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 904 MAIN STREET

Interior Features

Interior Details
Number of Rooms: 14Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Balcony Porch Lanai, Dinette, Dining Room, Family Room, Kitchen, Living Room, Media Room, Office, Utility RoomWet Bar
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 6079 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Sprinkler Well, Water ConnectedAppliances: Oven, Convection Oven, Dishwasher, Disposal, Electric Water Heater, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Filtration SystemDishwasherDisposalLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family RoomSpa: Heated, In GroundHas a FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Double Pane Windows, Insulated Windows, Shutters, Window Treatments, Wood FramesDoor: French Doors, Sliding DoorsFlooring: Marble, Travertine, Hardwood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoAccessibility: Accessible Elevator Installed, Accessible Entrance, Accessible Full Bath, Visitor Bathroom, Accessible Hallway(s), Accessible KitchenElevatorFloors: Marble, Travertine, Hardwood
View
Has a ViewView: Water, Lake
Security
Security: Closed Circuit Camera(s), Security Lights, Security System, Security System Owned

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Rear PorchVegetation: Bamboo, Mature Landscaping, Trees/LandscapedOther Structures: Boat House, Guest HouseExterior: Balcony, Irrigation SystemFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Other Parking: Garage Dimensions: 35x29No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Garage Attached
Pool
Pool: Gunite, In Ground, Salt Water, TilePool
Frontage
WaterfrontWaterfront: Lake - Chain of Lakes, Lake Privileges, Lift - Covered, Sailboat Water, Skiing AllowedResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved, Unimproved, Asphalt, GravelOn Waterfront
Water & Sewer
Sewer: Septic TankWater Body: LAKE BUTLER

Days on Market

Cumulative Days on Market: 194

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Mediterranean
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 172328933600770

Price & Status

Price
List Price: $3,999,999
Status Change & Dates
Off Market Date: Thu Mar 27 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINDERMERECommunity: WINDERMERE TOWN
School Information
Elementary School: Windermere ElemJr High / Middle School: Gotha MiddleHigh School: Olympia High

Building

Building Area
Building Area: 6746 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 2.2387 Acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6241373Water ViewWater View: Water, LakeShowing AttendedShowing Requirements: Appointment Only, Listing Agent Must Accompany, ShowingTimeUniversal Property Id: US-12095-N-172328933600770-R-N

Price and Tax history

DateEventPrice
Apr 30, 2025
Source: Stellar MLS #O6241373
Sold
$3,650,000
Mar 27, 2025
Source: Stellar MLS #O6241373
Pending
$3,999,999
Mar 22, 2025
Source: Stellar MLS #O6241373
PriceChange
$3,999,999
Price decreased by 2%
Feb 19, 2025
Source: Stellar MLS #O6241373
PriceChange
$4,100,000
Price decreased by 5%
Jan 4, 2025
Source: Stellar MLS #O6241373
PriceChange
$4,299,000
Price decreased by 4%

Market trends in Windermere

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$814K
$92.5KMoM
Sale-to-List Price
97.2%
0.1%MoM
Price per sq ft
$292
$18MoM
Available listings
296
11MoM

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
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  • 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
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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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LGBTQ Local Legal Protections

Frequently asked questions about 904 MAIN STREET

  • What is 904 MAIN STREET estimated to be worth?
    Trulia's estimated value for 904 MAIN STREET in Windermere, FL is $3,581,100.
  • What is the price history for 904 MAIN STREET?
    904 MAIN STREET in Windermere, FL last sold for $3,650,000 in April 2025.
  • 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 $814K. That is up $92.5K from the prior month.
  • Does 904 MAIN STREET have air conditioning?
    Yes, 904 MAIN STREET in Windermere, FL has air conditioning.
  • Does 904 MAIN STREET have a pool?
    Yes, 904 MAIN STREET in Windermere, FL has a pool.

Explore by feature - Pet Friendly

54 pet-friendly rentals in Windermere, FL

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Explore by feature - Pool

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Explore by feature - Outdoor Space

20 rentals with an outdoor space in Windermere, FL

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Off Market Homes Near 904 MAIN STREET

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