808 Main St
Windermere, FL 34786
- 3 Beds
- 4 Baths
- 4,847 sqft (on 1.49 acres)
3 Beds
4 Baths
4,847 sqft
(on 1.49 acres)
Local Information
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Description
HGTV Ready...all the work has already been done!! MILLION DOLLAR interior renovation and $500,000 exterior improvements. Located in downtown Windermere, Western facing on Lake Butler, on the famed Butler Chain of Lakes, this trophy property is a rare find! The design of the home recently featured on Houzz perfectly marries modern design with rustic farmhouse features that make it truly one-of-a-kind! Features include: 3 bedrooms, 3 full bathrooms, 2 half baths, bonus room, office, and a 3-car garage. From the award winning gourmet kitchen to the breathtaking lake views in just about every room, this house is filled with architectural details that are sure to impress. Exquisite master bath with dual sink vanity, large marble tile walk-in shower with soaking tub, down to the waterfront dining room with exposed beam ceilings, and custom cabinetry, the use of re-purposed barn wood, river stone fireplace and the antique doors that lead to a lower level room perfect for a wine cellar, add character to this unique home. The outdoor area is an entertainer's dream, with an outdoor bar, gazebo, resort-style swimming pool with infinity edge, and paver pool deck. Complete with dock and covered boat lift, and a sought after sandy beach, this home was created for those that want to live the ideal Florida lifestyle. Located just 20 minutes from Walt Disney World Resort, 30 minutes from downtown Orlando, and 40 minutes from Orlando International Airport, this is a home that comes along for sale once in a lifetime!
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.
Home Highlights
Parking
Garage
Outdoor
Porch, Patio, Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 808 Main St
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Heating & Cooling Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Carpet, Hardwood |
Interior Details Types of Rooms: Walk In ClosetWet BarCeiling Fan |
Appliances & Utilities Cable ReadyDishwasherDisposalRefrigerator |
Fireplace & Spa FireplaceHot Tub or Spa |
Security Security System |
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Exterior Home Features Roof: CompositionDeckExterior: OtherPatioPorch |
Pool Pool |
Parking & Garage GarageParking Spaces: 3Parking: Garage Attached |
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Year Built Year Built: 2004Year Updated: 2004 |
Property Type / Style Property Type: Single Family Home |
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Units in Building: 1 |
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Lot Area: 1.49 acres |
Price History for 808 Main St
| Date | Price | Event | Source |
|---|---|---|---|
| 02/24/2020 | $3,300,000 | ListingRemoved | Agent Provided |
| 09/23/2019 | $3,300,000 | Listed For Sale | Agent Provided |
| 04/10/2019 | $3,300,000 | ListingRemoved | Agent Provided |
| 01/29/2019 | $3,300,000 | Listed For Sale | Agent Provided |
| 03/31/2010 | $1,549,000 | Sold | N/A |
| 12/03/2009 | $1,598,000 | ListingRemoved | Agent Provided |
| 07/01/2009 | $1,800,000 | PriceChange | Agent Provided |
| 02/16/2009 | $1,999,999 | Listed For Sale | Agent Provided |
| 01/22/1998 | $436,000 | Sold | N/A |
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $29,616 |
| Assessment | $2,154,735 |
Home facts updated by county records
Comparable Sales for 808 Main St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.23 | Single-Family Home | $2,700,000 | 07/30/25 | 3 | 2.5 | 3,469 | |
0.12 | Single-Family Home | $2,065,000 | 07/14/25 | 5 | 4 | 3,950 | |
0.28 | Single-Family Home | $2,350,000 | 10/14/25 | 6 | 5.5 | 4,599 | |
0.14 | Single-Family Home | $1,700,000 | 10/10/25 | 4 | 4.5 | 3,670 | |
0.20 | Single-Family Home | $1,850,000 | 05/30/25 | 4 | 3.5 | 3,650 | |
0.58 | Single-Family Home | $2,075,000 | 02/09/26 | 3 | 3 | 2,681 | |
0.15 | Single-Family Home | $975,000 | 10/20/25 | 3 | 3 | 2,353 | |
0.07 | Single-Family Home | $850,000 | 10/21/25 | 3 | 2 | 2,778 | |
0.18 | Single-Family Home | $910,000 | 05/09/26 | 3 | 2.5 | 2,475 | |
0.23 | Single-Family Home | $2,171,470 | 04/29/26 | 5 | 4.5 | 3,994 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 808 Main St.
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.
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808 Main St, Windermere, FL 34786 is a 3 bedroom, 5 bathroom, 4,847 sqft single-family home built in 2004. This property is not currently available for sale. 808 Main St was last sold on Mar 31, 2010 for $1,549,000. The current Trulia Estimate for 808 Main St is $3,218,000.

