104 E 1ST AVENUE, Windermere, FL 34786
Property image
Property image
COMING SOON
0.45 ACRES

$1,280,000

  • 4 Beds
  • 2.5 Baths
  • 2,441 sqft (on 0.45 acres)

104 E 1ST AVENUE, Windermere, FL 34786

Est. Mortgage $9,222/mo*
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Home Highlights

Single-Family Home
Built in 1985
0.45 acre lot
$524/sqft
2 Car Garage

Local Information

  • Map ViewExplore the area around 104 E 1ST AVENUE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Brand-new poolOutdoor kitchenAmple pantry spaceAbundant natural lightLuxurious gourmet kitchenOversized fridge
Experience the charm of Old Windermere at 104 E 1st Ave, ideally situated in the heart of one of Central Florida’s most sought-after communities. Set on an oversized 0.45-acre corner lot surrounded by mature landscaping, this beautifully reimagined single-story home offers 4 bedrooms, 2.5 bathrooms, 2,441 square feet of living space, and a 2-car garage. Transformed through an extensive renovation by Davila Homes, the residence was thoughtfully redesigned and expanded, creating the feel of a brand-new home while preserving the charm of its Old Windermere setting. The interiors showcase elevated finishes throughout, including a beautifully designed gourmet kitchen with top-of-the-line appliances, sophisticated living spaces, and carefully selected details throughout. Outside, the home embraces the Florida lifestyle with a private pool and outdoor kitchen, creating an ideal setting for entertaining, weekend gatherings, or simply enjoying the privacy and space of nearly half an acre. What truly sets this property apart is its Old Windermere location. Enjoy the character and lifestyle of living within the Town of Windermere, surrounded by tree-lined streets and just moments from local parks, dining, shopping, community events, and everything that makes this area so special—all with no HOA. Combining the character of Old Windermere with the quality, design, and finishes of a beautifully renovated home, 104 E 1st Ave offers a rare opportunity to enjoy nearly half an acre, exceptional indoor-outdoor living, and a truly turnkey residence in the heart of Windermere.
Last check for updates: about 4 hours ago
Listing Provided by: Fernanda Negromonte, (407) 592-1744
NOVA REAL ESTATE SERVICES INC, (407) 592-1744
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6442932
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 104 E 1ST AVENUE

Interior Features

Interior Details
Number of Rooms: 4Types of Rooms: Primary Bedroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2441 Square Feet
Appliances & Utilities
Utilities: Cable Available, Natural Gas AvailableAppliances: Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, WasherDishwasherDisposalDryerLaundry: InsideMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Door: Outdoor Kitchen, Sliding DoorsFlooring: Porcelain Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Porcelain Tile
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Irrigation System, Outdoor KitchenFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Pool
Pool: In GroundPool
Frontage
Road Surface Type: DirtNot on Waterfront
Water & Sewer
Sewer: Septic Needed

Days on Market

Days on Market: 7

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: BlockNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 172328933604360

Price & Status

Price
List Price: $1,280,000Price Per Sqft: $524
Status Change & Dates
Off Market Date: Thu Sep 17 2026

Active Status

MLS Status: Coming Soon

Location

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

Agent Information

Listing Agent
Listing ID: O6442932

Building

Building Area
Building Area: 3299 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

Offer

Listing Terms: Cash, Conventional, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6442932Showing Requirements: Appointment OnlyUniversal Property Id: US-12095-N-172328933604360-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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
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  • 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
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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
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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
    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
$787K
Since last month
Increased$52K (+7.1%)
Since last year
Increased$51K (+6.8%)
Since last sale
Increased$279K (+54.3%)
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 +178% in the last 10 years
MonthEstimated value
2026
September 2026$794K
August 2026$742K
July 2026$736K
June 2026$733K
May 2026$737K
April 2026$728K
March 2026$726K
February 2026$738K
January 2026$716K
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
111 MAIN STREET, Windermere, FL
0.04
Single-Family Home
$849,000
07/01/26
3
2
2,272
65 OAKDALE STREET, Windermere, FL
0.10
Single-Family Home
$1,050,000
10/31/25
4
2
2,191
299 W 4TH AVENUE, Windermere, FL
0.29
Single-Family Home
$862,000
01/08/26
4
3
2,410
412 FOREST STREET, Windermere, FL
0.32
Single-Family Home
$765,000
07/30/26
5
2.5
2,539
20 OAKDALE STREET, Windermere, FL
0.17
Single-Family Home
$1,400,000
09/04/26
3
2.5
2,188
316 E 5TH AVENUE, Windermere, FL
0.40
Single-Family Home
$1,050,000
05/21/26
4
3
2,412
2 OAKDALE STREET, Windermere, FL
0.23
Single-Family Home
$1,160,000
01/09/26
3
2
2,152
616 MAGNOLIA STREET, Windermere, FL
0.48
Single-Family Home
$830,000
10/27/25
4
2
2,582
416 MAGNOLIA STREET, Windermere, FL
0.31
Single-Family Home
$820,000
03/06/26
2
1.5
2,115
84 OAKDALE ST, Windermere, FL
0.05
Single-Family Home
$1,750,000
06/23/26
4
5
3,519

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
111 MAIN STREET, Windermere, FL 34786
0.04
$849,000
3
2
2,272
Recently Sold
107 E 2ND AVENUE, Windermere, FL 34786
0.06
$1,088,800
4
3
2,684
Off Market
133 MAIN STREET, Windermere, FL 34786
0.06
$630,800
3
2
1,166
Off Market
116 MAIN STREET, Windermere, FL 34786
0.05
$680,500
3
2
1,269
Off Market
116 MAIN STREET LOT 434, Windermere, FL 34786
0.05
-
-
-
-
Off Market
84 OAKDALE ST, Windermere, FL 34786
0.05
$1,750,000
4
5
3,519
Recently Sold
76 OAKDALE STREET, Windermere, FL 34786
0.05
$1,043,100
3
1.5
2,011
Off Market
81 OAKDALE STREET, Windermere, FL 34786
0.09
$2,200,000
5
4.5
4,284
Recently Sold
2807 BUTLER BAY DRIVE N, Windermere, FL 34786
0.06
$2,452,600
5
4.5
4,876
Off Market
216 MAGNOLIA STREET, Windermere, FL 34786
0.15
$1,487,700
4
4.5
3,787
Off Market
65 OAKDALE STREET, Windermere, FL 34786
0.10
$1,035,900
4
2
2,191
Off Market

Price and Tax history

DateEventPrice
Aug 15, 2025
Source: Stellar MLS #O6192176
ListingRemoved
$1,395,000
Sep 11, 2024
Source: Stellar MLS #O6192176
Pending
$1,395,000
Aug 2, 2024
Source: Stellar MLS #O6192176
PriceChange
$1,395,000
Price decreased by 5%
Apr 11, 2024
Source: Stellar MLS #O6192176
Listed For Sale
$1,475,000
Sep 16, 2021
Source: N/A
Sold
$515,000

LGBTQ Local Legal Protections

Fernanda Negromonte, NOVA REAL ESTATE SERVICES INC, (407) 592-1744
Agent Phone: (407) 592-1744

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Frequently asked questions about 104 E 1ST AVENUE

  • What is the estimated monthly payment for 104 E 1ST AVENUE?
    Based on a $1,280,000 list price with 20% down at today's rates, the estimated monthly payment for 104 E 1ST AVENUE in Windermere, FL is approximately $9,422 (about $7,075 principal & interest, $2,272 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 104 E 1ST AVENUE compare to homes in Windermere?
    104 E 1ST AVENUE in Windermere, FL is listed at $1,280,000, about 50% 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 104 E 1ST AVENUE?
    The closest schools to 104 E 1ST 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 104 E 1ST AVENUE have air conditioning?
    Yes, 104 E 1ST AVENUE in Windermere, FL has air conditioning.
  • Does 104 E 1ST AVENUE have a pool?
    Yes, 104 E 1ST AVENUE in Windermere, FL has a pool.
104 E 1ST AVENUE, Windermere, FL 34786 is a 4 bedroom, 3 bathroom, 2,441 sqft single-family home built in 1985. This property is currently available for sale and was listed by Stellar MLS on Sep 17, 2026. The MLS # for this home is MLS# O6442932.