800 W 2ND AVENUE, Windermere, FL 34786
Property image
Property image
FOR SALE
0.45 ACRES

$5,999,000

  • 5 Beds
  • 4.5 Baths
  • 5,511 sqft (on 0.45 acres)

800 W 2ND AVENUE, Windermere, FL 34786

Est. Mortgage $42,395/mo*
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Home Highlights

Single-Family Home
Built in 1993
0.45 acre lot
$1,089/sqft
3 Car Garage

Local Information

  • Map ViewExplore the area around 800 W 2ND AVENUE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Set beneath a canopy of majestic live oaks along the shores of the Butler Chain of Lakes, this timeless estate has been comprehensively reimagined to blend enduring architecture with modern luxury. Rebuilt with uncompromising attention to detail, every major component of the home has been replaced, including the roof, windows & doors, HVAC systems, water heaters, pool equipment, dock, and landscaping. The home is also complete with a professionally curated furnishing package by Wassers. A refined palette of natural materials and exceptional craftsmanship defines every space, including custom Italian cabinetry, a premium SKS appliance suite, Taj Mahal quartzite countertops and full-height backsplashes, imported Portuguese limestone extending seamlessly from the interior to the pool terrace, and wide-plank light oak flooring throughout the upper level. Arched impact-rated windows and doors frame picturesque lake views while filling the home with natural light. Privately positioned to maximize the home's spectacular waterfront setting, the primary suite serves as a luxurious retreat featuring its own fireplace, a spacious sitting area, and a private balcony overlooking the lake. The spa-inspired bath rivals those found in the world's finest resorts, showcasing a dramatic wet room with a hand-carved marble soaking tub, handcrafted marble vanity, exquisite limestone, and an extraordinary custom Italian wardrobe system. Designed for effortless indoor-outdoor living, the private courtyard is inspired by timeless Mediterranean estates and framed by graceful arcades, tapered stone columns, restored architectural lanterns, and custom lighting. A freeform pool and elevated spa create a tranquil focal point, while the fully equipped summer kitchen, multiple covered terraces, and expansive entertaining spaces provide an exceptional setting for lakeside gatherings. Beyond the courtyard, beautifully landscaped grounds lead to a restored private dock and covered boathouse with direct access to the renowned Butler Chain of Lakes. No detail was overlooked, with additional highlights including a private elevator, custom wine room, designer lighting, thoughtfully restored architectural details, and curated finishes that create a timeless residence balancing warmth, elegance, and seamless indoor-outdoor living. Situated on renowned 2nd Avenue just moments from downtown Windermere, this remarkable residence establishes an entirely new benchmark for luxury renovation. Meticulously executed, flawlessly designed, and unlike anything else available today, this is more than a home it is a legacy property destined to become one of Central Florida's most iconic waterfront estates.
Last check for updates: about 23 hours ago
Listing Provided by: Julie Christensen, (407) 592-2055
ONE LUXURY INTERNATIONAL LLC, (407) 312-8003
Christopher Christensen, (407) 312-8003
ONE LUXURY INTERNATIONAL LLC, (407) 312-8003
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6422976
Also Listed on Stellar MLS.
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 800 W 2ND AVENUE

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Living RoomWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5511 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Water ConnectedAppliances: Cooktop, Dishwasher, Disposal, Gas Water Heater, Microwave, Refrigerator, Wine RefrigeratorDishwasherDisposalLaundry: Laundry RoomMicrowaveRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family Room, Living Room, Other Room, Wood BurningSpa: Above GroundHas a FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Door: Outdoor Grill, Outdoor KitchenFlooring: Ceramic Tile, Engineered Hardwood, Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoElevatorFloors: Ceramic Tile, Engineered Hardwood, Tile
View
No ViewView: Lake

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Front Porch, Patio, Rear Porch, Side Porch, Wrap AroundOther Structures: Boat HouseExterior: Balcony, Courtyard, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Mailbox, Private Yard, Rain GuttersFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Other Parking: Garage Dimensions: 33x23No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Driveway,Garage Door Opener,Workshop in Garage
Pool
Pool: Gunite, In Ground, Pool Sweep, Salt Water, TilePool
Frontage
WaterfrontWaterfront: Lake - Chain of Lakes, Lake Privileges, Lift, Lift - CoveredResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: AsphaltOn Waterfront
Water & Sewer
Sewer: None, Septic TankWater Body: LAKE BUTLER

Days on Market

Cumulative Days on Market: 51Days on Market: 52

Property Information

Year Built
Year Built: 1993
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: 072328004400010

Price & Status

Price
List Price: $5,999,000Price Per Sqft: $1,089

Active Status

MLS Status: Active

Location

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

Agent Information

Listing Agent
Listing ID: O6422976

Building

Building Area
Building Area: 8157 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 0.45 acres

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6422976Water ViewWater View: LakeShowing Advance Notice: 24Showing AttendedShowing Requirements: 24 Hour Notice, Appointment Only, Call Listing Agent, Listing Agent Must AccompanyUniversal Property Id: US-12095-N-072328004400010-R-N

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
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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
    Flag
  • 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
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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

Home Value

Trulia Estimate
$5.51M
Since last month
Decreased$181K (-3.2%)
Since last year
Increased$3M (+130.1%)
Since last sale
Increased$3M (+129.9%)
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 +136% in the last 10 years
MonthEstimated value
2026
August 2026$5.52M
August 2026$5.51M
July 2026$5.7M
June 2026$2.42M
May 2026$2.39M
April 2026$2.38M
March 2026$2.35M
February 2026$2.37M
January 2026$2.37M
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
409 W 2ND AVENUE, Windermere, FL
0.33
Single-Family Home
$2,250,000
03/09/26
5
4.5
4,688
105 PINE STREET, Windermere, FL
0.30
Single-Family Home
$2,335,000
06/10/26
5
5.5
5,696
106 PALM STREET, Windermere, FL
0.34
Single-Family Home
$1,375,000
06/11/26
5
4.5
3,082
81 OAKDALE STREET, Windermere, FL
0.70
Single-Family Home
$2,200,000
07/31/26
5
4.5
4,284
11449 LAKE BUTLER BOULEVARD, Windermere, FL
0.51
Single-Family Home
$1,620,000
07/31/26
5
4
4,648
11303 WINDERMERE ROAD, Windermere, FL
1.05
Single-Family Home
$2,550,000
06/22/26
5
5
5,277
84 OAKDALE ST, Windermere, FL
0.66
Single-Family Home
$1,750,000
06/23/26
4
5
3,519
2804 MARQUESAS COURT, Windermere, FL
0.74
Single-Family Home
$1,999,000
06/23/26
5
4
3,649
2635 TRYON PLACE, Windermere, FL
0.71
Single-Family Home
$1,375,000
06/12/26
6
4.5
4,027
412 FOREST STREET, Windermere, FL
0.53
Single-Family Home
$765,000
07/30/26
5
2.5
2,539

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
803 W 2ND AVENUE, Windermere, FL 34786
0.07
$2,521,000
4
3.5
2,819
Off Market
801 W 2ND AVENUE, Windermere, FL 34786
0.07
$3,491,900
5
6
5,639
Off Market
805 W 2ND AVENUE, Windermere, FL 34786
0.09
$4,094,400
5
5
4,783
Off Market
515 W 2ND AVENUE, Windermere, FL 34786
0.24
$3,300,000
4
5.5
3,966
For Sale
105 PINE STREET, Windermere, FL 34786
0.30
$2,335,000
5
5.5
5,696
Recently Sold
409 W 2ND AVENUE, Windermere, FL 34786
0.33
$2,250,000
5
4.5
4,688
Recently Sold
106 PALM STREET, Windermere, FL 34786
0.34
$1,375,000
5
4.5
3,082
Recently Sold
400 W 2ND AVENUE, Windermere, FL 34786
0.33
$888,000
3
2.5
2,346
Off Market
12 PINE STREET, Windermere, FL 34786
0.36
$3,975,200
4
4.5
4,313
Off Market
8 PINE STREET, Windermere, FL 34786
0.38
$3,803,300
5
5
5,639
Off Market
11606 LAKE BUTLER BOULEVARD, Windermere, FL 34786
0.44
$5,181,100
6
7
7,400
Off Market

Price and Tax history

DateEventPrice
Jul 23, 2026
Source: Stellar MLS #O6422976
Listed For Sale
$5,999,000
Sep 5, 2025
Source: Stellar MLS #O6141389
Sold
$2,400,000
Aug 22, 2025
Source: Stellar MLS #O6141389
Pending
$2,600,000
Aug 15, 2025
Source: Stellar MLS #O6141389
PriceChange
$2,600,000
Price decreased by 10%
Jun 11, 2025
Source: Stellar MLS #O6141389
PriceChange
$2,900,000
Price decreased by 6%

LGBTQ Local Legal Protections

Julie Christensen, ONE LUXURY INTERNATIONAL LLC, (407) 312-8003
Agent Phone: (407) 592-2055

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Frequently asked questions about 800 W 2ND AVENUE

  • What is the estimated monthly payment for 800 W 2ND AVENUE?
    Based on a $5,999,000 list price with 20% down at today's rates, the estimated monthly payment for 800 W 2ND AVENUE in Windermere, FL is approximately $42,953 (about $32,230 principal & interest, $10,648 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 800 W 2ND AVENUE compare to homes in Windermere?
    800 W 2ND AVENUE in Windermere, FL is listed at $5,999,000, about 601% above the $856K median sale price in Windermere.
  • What do residents say about Windermere?
    Residents describe Windermere, FL as dog-friendly, pedestrian-friendly, and easy to park in. See homes for sale in Windermere, FL.
  • What are the closest schools to 800 W 2ND AVENUE?
    The closest schools to 800 W 2ND AVENUE in Windermere, FL are Gotha Middle School (rated 6/10), Olympia High School (rated 5/10), Windermere Elementary School (Pre-K, rated 10/10).
  • Does 800 W 2ND AVENUE have air conditioning?
    Yes, 800 W 2ND AVENUE in Windermere, FL has air conditioning.
  • Does 800 W 2ND AVENUE have a pool?
    Yes, 800 W 2ND AVENUE in Windermere, FL has a pool.
800 W 2ND AVENUE, Windermere, FL 34786 is a 5 bedroom, 5 bathroom, 5,511 sqft single-family home built in 1993. This property is currently available for sale and was listed by Stellar MLS on Jul 23, 2026. The MLS # for this home is MLS# O6422976.