1004 W 2nd Ave, Windermere, FL 34786
Property image
Property image
OFF MARKET

$4,814,400

Trulia Estimate
  • 5 Beds
  • 5.5 Baths
  • 6,229 sqft (on 0.77 acres)

1004 W 2nd Ave, Windermere, FL 34786

Est. Refi. Payment $33,423/mo*
Refinance Your Home
Currently Off Market - Sold Feb 25, 2019 for $2,725,000

Home Value

Trulia Estimate
$4.81M
Since last month
Decreased$14K (-0.3%)
Since last year
Increased$355K (+8%)
Since last sale
Increased$2M (+76.8%)
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 +74% in the last 10 years
MonthEstimated value
2026
August 2026$4.82M
August 2026$4.81M
July 2026$4.83M
June 2026$4.82M
May 2026$4.77M
April 2026$4.68M
March 2026$4.62M
February 2026$4.7M
January 2026$4.39M
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
0.42
Single-Family Home
$2,335,000
06/10/26
5
5.5
5,696
11449 LAKE BUTLER BOULEVARD, Windermere, FL
0.34
Single-Family Home
$1,620,000
07/31/26
5
4
4,648
409 W 2ND AVENUE, Windermere, FL
0.47
Single-Family Home
$2,250,000
03/09/26
5
4.5
4,688
2828 MARQUESAS COURT, Windermere, FL
0.61
Single-Family Home
$2,500,000
01/05/26
6
5.5
6,819
2635 TRYON PLACE, Windermere, FL
0.57
Single-Family Home
$1,375,000
06/12/26
6
4.5
4,027
2804 MARQUESAS COURT, Windermere, FL
0.55
Single-Family Home
$1,999,000
06/23/26
5
4
3,649
106 PALM STREET, Windermere, FL
0.45
Single-Family Home
$1,375,000
06/11/26
5
4.5
3,082
11472 PARK AVENUE NE, Windermere, FL
0.45
Single-Family Home
$880,000
06/17/26
5
3.5
3,166
81 OAKDALE STREET, Windermere, FL
0.80
Single-Family Home
$2,200,000
07/31/26
5
4.5
4,284
3417 BAY MEADOW COURT, Windermere, FL
0.44
Single-Family Home
$1,100,000
02/06/26
4
4
2,681

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
0.13
$4,094,400
5
5
4,783
Off Market
803 W 2ND AVENUE, Windermere, FL 34786
0.15
$2,521,000
4
3.5
2,819
Off Market
801 W 2ND AVENUE, Windermere, FL 34786
0.16
$3,491,900
5
6
5,639
Off Market
800 W 2ND AVENUE, Windermere, FL 34786
0.19
$5,999,000
5
4.5
5,511
For Sale
11606 LAKE BUTLER BOULEVARD, Windermere, FL 34786
0.25
$5,181,100
6
7
7,400
Off Market
11539 LAKE BUTLER BOULEVARD, Windermere, FL 34786
0.30
$3,300,000
5
5
5,018
For Sale
724 W 2ND AVENUE, Windermere, FL 34786
0.28
$7,500,000
6
7.5
6,874
For Sale
12 PINE STREET, Windermere, FL 34786
0.34
$3,975,200
4
4.5
4,313
Off Market
11449 LAKE BUTLER BOULEVARD, Windermere, FL 34786
0.34
$1,620,000
5
4
4,648
Recently Sold
8 PINE STREET, Windermere, FL 34786
0.35
$3,803,300
5
5
5,639
Off Market
105 PINE STREET, Windermere, FL 34786
0.42
$2,335,000
5
5.5
5,696
Recently Sold
3417 BAY MEADOW COURT, Windermere, FL 34786
0.44
$1,100,000
4
4
2,681
Recently Sold

Local Information

  • Map ViewExplore the area around 1004 W 2nd Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2000
0.77 acre lot
6,229 sqft
$773/sqft
Garage

About this House

This Florida architectural design custom home is perfectly sited on Lake Butler of the Butler Chain of Lakes in Olde Windermere. Upon entering, natural light from the broad front doors visually link the formal areas to showcase a stone fireplace and elegant chandelier in the foyer. The living and dining rooms are beautifully detailed featuring a wall of glass inviting stunning lake views with crown molding and elegant stone flooring. Just off the entry a private study offers extensive custom woodwork. The casual family space boasts panoramic lake views through the rear wall of windows and French doors; pairing stone flooring with modern finishes and opening naturally to an oversized covered lanai. The gourmet kitchen is well equipped with granite countertops, custom cabinetry, oversized pantry and upscale appliances. The family areas are bathed in natural light and open to the sparkling resort style pool and spa finished with stone pavers and offering spectacular lake views. The expansive backyard leads to boat dock with two covered boat lifts and a dual jet ski lift. A perfect retreat the master suite captures prime lake views. Walk in closets, garden tub, large shower, and his and hers vanities highlight the master bath. The secondary bedrooms are perfect for growing families. Walk or hop in your golf cart to enjoy downtown Windermere activities including playground, parks, dining, tennis courts and much more.
1004 W 2nd Ave, Windermere, FL 34786 is a 5 bedroom, 6 bathroom, 6,229 sqft single-family home built in 2000. It last sold for $2,725,000 on Feb 25, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,814,400.

Home Details for 1004 W 2nd Ave

Interior Features

Heating & Cooling
Heating: Forced AirCooling System: CentralHeating Fuel: Forced Air

Property Information

Year Built
Year Built: 2000Year Updated: 2000
Property Type / Style
Property Type: Single Family Home

Exterior Features

Pool
Pool
Parking & Garage
GarageParking: Garage

Community

Units in Building: 1

Lot Information

Lot Area: 0.77 acres

Price and Tax history

DateEventPrice
Feb 25, 2019
Source: N/A
Sold
$2,725,000
Nov 26, 2018
Source: Agent Provided
PriceChange
$2,995,000
Price decreased by 4%
Jun 8, 2018
Source: Agent Provided
Listed For Sale
$3,130,000
Sep 8, 1997
Source: N/A
Sold
$952,400

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
    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
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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
    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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LGBTQ Local Legal Protections

Frequently asked questions about 1004 W 2nd Ave

  • What is 1004 W 2nd Ave estimated to be worth?
    Trulia's estimated value for 1004 W 2nd Ave in Windermere, FL is $4,814,400.
  • What is the price history for 1004 W 2nd Ave?
    1004 W 2nd Ave in Windermere, FL last sold for $2,725,000 in February 2019.
  • 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 1004 W 2nd Ave have air conditioning?
    Yes, 1004 W 2nd Ave in Windermere, FL has air conditioning.
  • Does 1004 W 2nd Ave have a pool?
    Yes, 1004 W 2nd Ave in Windermere, FL has a pool.

Explore by feature - Pet Friendly

55 pet-friendly rentals in Windermere, FL

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Explore by feature - Air Conditioning

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Explore by feature - Pool

87 rentals with a pool in Windermere, FL

Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

21 rentals with an outdoor space in Windermere, FL

Apartments for Rent

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Off Market Homes Near 1004 W 2nd Ave

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