107 E 2ND AVENUE, Windermere, FL 34786
OFF MARKET

$1,088,800

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,684 sqft (on 0.29 acres)

107 E 2ND AVENUE, Windermere, FL 34786

Est. Refi. Payment $7,856/mo*
Refinance Your Home
Currently Off Market - Sold Oct 24, 2023 for $1,000,000

Home Value

Trulia Estimate
$1.09M
Since last month
Decreased$10K (-0.9%)
Since last year
Decreased$2K (-0.2%)
Since last sale
Increased$89K (+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 +134% in the last 10 years
MonthEstimated value
2026
September 2026$1.09M
August 2026$1.1M
July 2026$1.09M
June 2026$1.09M
May 2026$1.09M
April 2026$1.1M
March 2026$1.1M
February 2026$1.09M
January 2026$1.07M
2025
2024
2023
2022
2021
2020

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
299 W 4TH AVENUE, Windermere, FL
0.25
Single-Family Home
$862,000
01/08/26
4
3
2,410
111 MAIN STREET, Windermere, FL
0.03
Single-Family Home
$849,000
07/01/26
3
2
2,272
65 OAKDALE STREET, Windermere, FL
0.14
Single-Family Home
$1,050,000
10/31/25
4
2
2,191
316 E 5TH AVENUE, Windermere, FL
0.34
Single-Family Home
$1,050,000
05/21/26
4
3
2,412
412 FOREST STREET, Windermere, FL
0.27
Single-Family Home
$765,000
07/30/26
5
2.5
2,539
84 OAKDALE ST, Windermere, FL
0.09
Single-Family Home
$1,750,000
06/23/26
4
5
3,519
20 OAKDALE STREET, Windermere, FL
0.23
Single-Family Home
$1,400,000
09/04/26
3
2.5
2,188
616 MAGNOLIA STREET, Windermere, FL
0.41
Single-Family Home
$830,000
10/27/25
4
2
2,582
725 OAKDALE STREET, Windermere, FL
0.51
Single-Family Home
$1,000,000
08/28/26
3
2.5
2,795
635 BUTLER STREET, Windermere, FL
0.47
Single-Family Home
$975,000
10/20/25
3
3
2,353

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
0.03
$849,000
3
2
2,272
Recently Sold
133 MAIN STREET, Windermere, FL 34786
0.02
$630,800
3
2
1,166
Off Market
104 E 1ST AVENUE, Windermere, FL 34786
0.06
$1,280,000
4
2.5
2,441
For Sale
116 MAIN STREET, Windermere, FL 34786
0.06
$680,500
3
2
1,269
Off Market
116 MAIN STREET LOT 434, Windermere, FL 34786
0.06
-
-
-
-
Off Market
84 OAKDALE ST, Windermere, FL 34786
0.09
$1,750,000
4
5
3,519
Recently Sold
76 OAKDALE STREET, Windermere, FL 34786
0.10
$1,043,100
3
1.5
2,011
Off Market
81 OAKDALE STREET, Windermere, FL 34786
0.11
$2,200,000
5
4.5
4,284
Recently Sold
2807 BUTLER BAY DRIVE N, Windermere, FL 34786
0.12
$2,482,500
5
4.5
4,876
Off Market
216 MAGNOLIA STREET, Windermere, FL 34786
0.11
$1,504,000
4
4.5
3,787
Off Market
65 OAKDALE STREET, Windermere, FL 34786
0.14
$1,035,900
4
2
2,191
Off Market

Local Information

  • Map ViewExplore the area around 107 E 2ND AVENUE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2020
0.29 acre lot
2,684 sqft
$406/sqft
2 Car Garage

About this House

What's unique:Private boat rampsPrivate access tennis courtsOversized garageSpa-like bathroomTree-lined streetLaundry room
BUTLER CHAIN OF LAKES ACCESS 2020 CUSTOM BUILD! Looks are deceiving with this nearly 2,700 Sq Ft, stunning, 4/2 single-story home with NO HOA! Launch your boat at one of the private boat ramps, drop your trailer at home, and walk three blocks to Lake Street Park on Lake Down to meet your boating party. After a day of water play and/or fishing on the Butler Chain, visit one of the TEN local PARKS by foot, golf cart, or car in this highly-desired, community-centric town. Professionally designed and well-maintained, this home is located in a top-rated school district on a tree-lined street one block from private access tennis courts, and just three blocks from charming downtown Windermere; known for its local eateries, a library, a weekly farmer’s market, monthly food truck night and various community events throughout the year. Thoughtfully designed and CARPET FREE, this split floor plan home has doorways that can easily accommodate a wheelchair, and the 10’ ceilings and 8’ doors add to the "wow" factor, making the home feel even larger. Planned for easy entertaining and with the cook in mind, the natural-gas gourmet kitchen boasts smart Café appliances including TWO dishwashers, loads of granite counter space, a BUILT-IN BREAKFAST TABLE, tons of cabinets plus a huge walk-in pantry. The dining room includes a built-in counter with cabinet space and a wine refrigerator. The living room features a tray ceiling with indirect mood lighting and SONOS surround sound, which is also in the primary bedroom and screened lanai and looks out an oversized three-panel sliding glass door that fully opens. The primary bedroom flows through barn doors into the stunning, spa-like bathroom with marble tile floors, a private toilet room, a large soaking tub, a walk-in rain shower, and a huge walk-in closet. The screened-in lanai boasts an outdoor kitchen and overlooks the large, fenced backyard and gas fire pit. The laundry room is complete with a PET WASHING STATION, and the oversized GARAGE CAN ACCOMMODATE A BOAT and includes a utility sink and a sub-electrical panel for use with a generator. The builder truly thought of everything in this move-in-ready home! Copy and paste this link for a 3-D tour. https://my.matterport.com/show/?m=FjV6nu
107 E 2ND AVENUE, Windermere, FL 34786 is a 4 bedroom, 3 bathroom, 2,684 sqft single-family home built in 2020. It last sold for $1,000,000 on Oct 24, 2023 (2% below the $1,025,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,088,800, with a rent estimate of $4,696/month.
Last check for updates: about 10 hours ago
Listed by Tamara Schuster, PA, (407) 538-9239
PREMIER SOTHEBYS INT'L REALTY, (407) 581-7888
Bought with: Ron Howell, II, (407) 765-1525, EXP REALTY LLC, (888) 883-8509
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6103778
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 107 E 2ND AVENUE

Interior Features

Interior Details
Number of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 1, Bedroom 2, Bedroom 3, Master Bathroom, Bathroom 1, Bathroom 2, Balcony Porch Lanai, Dining Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2684 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Underground Utilities, Water ConnectedAppliances: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Filtration System, Wine RefrigeratorDishwasherDisposalDryerLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: ENERGY STAR Qualified Windows, Insulated Windows, Thermal Windows, Window TreatmentsDoor: Outdoor Grill, Outdoor Kitchen, Sliding DoorsFlooring: Engineered Hardwood, Porcelain Tile, Travertine
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneAccessibility: Accessible Bedroom, Accessible Common Area, Accessible Doors, Accessible Entrance, Accessible Full Bath, Visitor Bathroom, Accessible Hallway(s), Accessible Central Living Area, Customized Wheelchair AccessibleFloors: Engineered Hardwood, Porcelain Tile, Travertine
View
No View
Security
Security: Security Lights

Exterior Features

Exterior Home Features
Roof: Metal ShinglePatio / Porch: Covered, Front Porch, Porch, Rear Porch, ScreenedFencing: Fenced, VinylVegetation: Fruit Trees, Mature Landscaping, Trees/LandscapedExterior: Irrigation System, Outdoor Grill, Outdoor Kitchen, Rain GuttersFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Covered,Garage Door Opener,On Street,Oversized
Frontage
Waterfront: Waterfront, Lake PrivilegesRoad Surface Type: Unimproved, DirtNot on Waterfront
Water & Sewer
Sewer: Septic TankWater Body: LAKE BUTLER CHAIN

Days on Market

Cumulative Days on Market: 138

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Craftsman,Custom
Building
Construction Materials: Block, StuccoNot a New ConstructionNot Attached PropertyNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Condition: CompletedParcel Number: 172328933604421

Price & Status

Price
List Price: $1,025,000
Status Change & Dates
Off Market Date: Tue Aug 29 2023

Active Status

MLS Status: Sold

Media

Location

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

Building

Building Details
Builder Name: BG Southern
Building Area
Building Area: 3968 Square Feet

Community

Community Features: Community Boat Ramp, Fishing, Public Boat Ramp, Water Access, Waterfront, Golf Carts OK, Park, PlaygroundNot Senior Community
Other
Playground

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 0.29 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6103778Showing Considerations: Pet(s) on PremisesShowing Requirements: Appointment Only, ShowingTimeUniversal Property Id: US-12095-N-172328933604421-R-N

Additional Information

Community Boat RampFishingPublic Boat RampWater AccessWaterfrontGolf Carts OKParkPlayground

Price and Tax history

DateEventPrice
Oct 24, 2023
Source: Stellar MLS #O6103778
Sold
$1,000,000
Aug 30, 2023
Source: Stellar MLS #O6103778
Pending
$1,025,000
Aug 1, 2023
Source: Stellar MLS #O6103778
PriceChange
$1,025,000
Price decreased by 2%
May 16, 2023
Source: Stellar MLS #O6103778
PriceChange
$1,049,500
Price decreased by 6%
Apr 13, 2023
Source: Stellar MLS #O6103778
Listed For Sale
$1,115,000

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
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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
    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
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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
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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
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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
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  • 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 107 E 2ND AVENUE

  • What is 107 E 2ND AVENUE estimated to be worth?
    Trulia's estimated value for 107 E 2ND AVENUE in Windermere, FL is $1,088,800.
  • What is the price history for 107 E 2ND AVENUE?
    107 E 2ND AVENUE in Windermere, FL last sold for $1,000,000 in October 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 107 E 2ND AVENUE have air conditioning?
    Yes, 107 E 2ND AVENUE in Windermere, FL has air conditioning.
  • Does 107 E 2ND AVENUE have laundry facilities?
    Yes, 107 E 2ND AVENUE in Windermere, FL has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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