801 W 2ND AVENUE, Windermere, FL 34786
OFF MARKET

$3,491,900

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 5,639 sqft (on 0.45 acres)

801 W 2ND AVENUE, Windermere, FL 34786

Est. Refi. Payment $24,821/mo*
Refinance Your Home
Currently Off Market - Sold Dec 8, 2023 for $3,825,000

Home Value

Trulia Estimate
$3.49M
Since last month
Decreased$21K (-0.6%)
Since last year
Decreased$603K (-14.7%)
Since last sale
Decreased$340K (-8.9%)
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 +88% in the last 10 years
MonthEstimated value
2026
September 2026$3.49M
August 2026$3.49M
July 2026$3.51M
June 2026$3.5M
May 2026$3.52M
April 2026$3.73M
March 2026$3.75M
February 2026$3.77M
January 2026$3.99M
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
105 PINE STREET, Windermere, FL
0.28
Single-Family Home
$2,335,000
06/10/26
5
5.5
5,696
409 W 2ND AVENUE, Windermere, FL
0.32
Single-Family Home
$2,250,000
03/09/26
5
4.5
4,688
106 PALM STREET, Windermere, FL
0.31
Single-Family Home
$1,375,000
06/11/26
5
4.5
3,082
81 OAKDALE STREET, Windermere, FL
0.67
Single-Family Home
$2,200,000
07/31/26
5
4.5
4,284
11449 LAKE BUTLER BOULEVARD, Windermere, FL
0.46
Single-Family Home
$1,620,000
07/31/26
5
4
4,648
11303 WINDERMERE ROAD, Windermere, FL
0.98
Single-Family Home
$2,550,000
06/22/26
5
5
5,277
84 OAKDALE ST, Windermere, FL
0.63
Single-Family Home
$1,750,000
06/23/26
4
5
3,519
10870 BAYSHORE DRIVE, Windermere, FL
0.92
Single-Family Home
$2,583,750
08/27/26
4
5
4,693
2635 TRYON PLACE, Windermere, FL
0.64
Single-Family Home
$1,375,000
06/12/26
6
4.5
4,027
2828 MARQUESAS COURT, Windermere, FL
0.75
Single-Family Home
$2,500,000
01/05/26
6
5.5
6,819

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
805 W 2ND AVENUE, Windermere, FL 34786
0.03
$4,079,000
5
5
4,783
Off Market
803 W 2ND AVENUE, Windermere, FL 34786
0.01
$2,539,800
4
3.5
2,819
Off Market
800 W 2ND AVENUE, Windermere, FL 34786
0.07
$5,999,000
5
4.5
5,511
For Sale
515 W 2ND AVENUE, Windermere, FL 34786
0.22
$3,300,000
4
5.5
3,966
For Sale
105 PINE STREET, Windermere, FL 34786
0.28
$2,335,000
5
5.5
5,696
Recently Sold
12 PINE STREET, Windermere, FL 34786
0.30
$3,941,500
4
4.5
4,313
Off Market
8 PINE STREET, Windermere, FL 34786
0.32
$3,729,300
5
5
5,639
Off Market
106 PALM STREET, Windermere, FL 34786
0.31
$1,375,000
5
4.5
3,082
Recently Sold
409 W 2ND AVENUE, Windermere, FL 34786
0.32
$2,250,000
5
4.5
4,688
Recently Sold
400 W 2ND AVENUE, Windermere, FL 34786
0.33
$888,000
3
2.5
2,346
Off Market
11606 LAKE BUTLER BOULEVARD, Windermere, FL 34786
0.41
$5,148,800
6
7
7,400
Off Market

Local Information

  • Map ViewExplore the area around 801 W 2ND AVENUE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2008
0.45 acre lot
5,639 sqft
$619/sqft
3 Car Garage

About this House

Welcome to Butler Chain of Lakes living at its finest. Set within one of the most coveted streets in all of Windermere and boasting over one million dollars in luxurious upgrades, this Lakefront Estate encompasses 5,639 SF of magnificent living space with captivating views of the most peaceful and serene section of The Butler Chain of Lakes, The Wauseon Bay. Upon entering the home, an impressive two-story foyer and formal living space greet you and invite you in. From the very first step through the front door, you’ll notice that you’re standing on a piece of art. A custom SICIS Italian glass and metal mosaic adorns the floor and sets the tone for the entire experience. Revel in the breathtaking views of your resort-style pool and spa, overlooking the Wauseon Bay through your 650-gallon floating arched saltwater fish tank. The formal dining room features a custom tufted leather wall with handmade panels and bronze nail heads. It is complemented by beautiful crushed stone wallpaper and crowned with a dining dome showcasing another custom SICIS mosaic inset. The formal living room also displays a remarkable sculpted and carved paneled wall accentuated with ambient lighting. Continue your journey through the first floor to find your incredible gourmet kitchen accompanied with a wet bar, wine fridge, oversized pantry with a custom swinging door, Wolf and Sub-Zero appliance package, quartz countertops, custom cabinetry and two Swarovski Crystal Empire pendants illuminating the space perfectly. Sharing this wonderful space is your chic living room boasting mother-of-pearl wallpaper and an extraordinary fireplace wrapped with artistic wall panels designed by Alex Turco. The master bedroom resides downstairs and beckons you with its regal en suite, Christopher Guy lighting, separate dual vanities, standalone soaking tub and a striking Schonbek Da Vinci chandelier adorns the owner’s bath ceiling. Adjacent to the temperature-controlled wine cellar, you will find a first-floor laundry room with ample storage and an additional separate bedroom and full bath. A modern glass platinum stairway leads you to your second floor and continues to unfold a 195-square-foot clad wall with custom copper patinated iron finishes. This home also features a residential elevator finished with wood paneling interior and a stainless steel SICIS tile floor. The private cinema is unmatched and features eucalyptus wood custom millwork, a glass bar top with LED lights, Busby cabinetry, ample storage, Sub-Zero refrigerator, two under-counter wine refrigerators and seating for 10. All of this is crowned with a starry sky that envelops this magnificent space. Continue on the second floor to the home office with elegant custom wooden cabinetry displaying a double-sided fish tank that looks through to the game room. Soak up the picturesque Florida lake sunrises on your expansive private balcony overlayed with AstroTurf and enclosed with glass railing. Upstairs you will also find two additional bedrooms, three full baths and an additional laundry room, providing a more comfortable living space for your family or guests. Enjoy the lake life with a summer kitchen and an abundance of space that exemplifies the epitome of Central Florida living. Auto enthusiasts benefit from the three-car air-conditioned garage with RaceDeck tile floors and additional custom storage system. An exclusive respite, this home represents a refined, opulent lifestyle inside and out.
801 W 2ND AVENUE, Windermere, FL 34786 is a 5 bedroom, 6 bathroom, 5,639 sqft single-family home built in 2008. It last sold for $3,825,000 on Dec 8, 2023 (4% below the $3,995,000 asking price). More recently, it was listed as a rental in June 2026 with an asking price of $14,990 per month. That rental listing was removed on June 17, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,491,900.
Last check for updates: about 23 hours ago
Listed by Harif Hazera LLC, (407) 953-9098
PREMIER SOTHEBY'S INTL. REALTY, (407) 644-3295
Bought with: Harif Hazera LLC, (407) 953-9098, PREMIER SOTHEBY'S INTL. REALTY, (407) 644-3295
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6093610
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 801 W 2ND AVENUE

Interior Features

Interior Details
Number of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Game Room, Kitchen, Living Room, Media Room, OfficeWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 6
Dimensions and Layout
Living Area: 5639 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Natural Gas Connected, Water ConnectedAppliances: Bar Fridge, Oven, Microwave, Range, Refrigerator, Wine RefrigeratorLaundry: Inside,Laundry RoomMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Gas, Living RoomSpa: In GroundHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Rods, Shades, ShuttersDoor: French Doors, Outdoor Kitchen, Sliding DoorsFlooring: Carpet, Engineered Hardwood, Tile
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoElevatorFloors: Carpet, Engineered Hardwood, Tile
View
Has a ViewView: Pool, Water, Lake

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Deck, PatioOther Structures: Outdoor KitchenExterior: Irrigation System, Lighting, Outdoor Kitchen, Rain Gutters, StorageFoundation: 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,Garage Door Opener
Pool
Pool: Deck, In Ground, LightingPool
Frontage
WaterfrontWaterfront: Lake - Chain of Lakes, Lake Privileges, Skiing AllowedResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: AsphaltOn Waterfront
Water & Sewer
Sewer: Septic TankWater Body: WAUSEON BAY

Days on Market

Cumulative Days on Market: 424

Property Information

Year Built
Year Built: 2008
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary,Mediterranean
Building
Construction Materials: Block, Stucco, Wood FrameNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 072328004400040

Price & Status

Price
List Price: $3,995,000
Status Change & Dates
Off Market Date: Mon Oct 02 2023

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINDERMERECommunity: ALADAR ON LAKE BUTLER
School Information
Elementary School: Windermere ElemJr High / Middle School: Gotha MiddleHigh School: Olympia High

Building

Building Area
Building Area: 7356 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 0.45 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6093610Water ViewWater View: Water, LakeShowing Advance Notice: 24Showing AttendedShowing Requirements: 24 Hour Notice, Listing Agent Must Accompany, See Remarks, ShowingTimeUniversal Property Id: US-12095-N-072328004400040-R-N

Price and Tax history

DateEventPrice
Jun 18, 2026
Source: Stellar MLS #O6375693
ListingRemoved
$3,750,000
Jun 17, 2026
Source: Zillow Rentals
ListingRemoved
$14,990
Jun 15, 2026
Source: Zillow Rentals
Listed For Rent
$14,990
May 22, 2026
Source: Zillow Rentals
ListingRemoved
$14,990
May 9, 2026
Source: Zillow Rentals
PriceChange
$14,990
Price decreased by 100%

Market trends in Windermere

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$856K
$41.5KMoM
Sale-to-List Price
96.8%
0.4%MoM
Price per sq ft
$297
$5MoM
Available listings
274
22MoM

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
    Flag
  • 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
    Flag
  • 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
    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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 801 W 2ND AVENUE

  • What is 801 W 2ND AVENUE estimated to be worth?
    Trulia's estimated value for 801 W 2ND AVENUE in Windermere, FL is $3,491,900.
  • What is the price history for 801 W 2ND AVENUE?
    801 W 2ND AVENUE in Windermere, FL last sold for $3,825,000 in December 2023.
  • 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 $856K. That is up $41.5K from the prior month.
  • Does 801 W 2ND AVENUE have air conditioning?
    Yes, 801 W 2ND AVENUE in Windermere, FL has air conditioning.
  • Does 801 W 2ND AVENUE have a pool?
    Yes, 801 W 2ND AVENUE in Windermere, FL has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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Off Market Homes Near 801 W 2ND AVENUE

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