226 FOREST STREET, Windermere, FL 34786
OFF MARKET

226 FOREST STREET
Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,532 sqft (on 0.38 acres)

$783,800

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $5,446/mo*
Refinance Your Home

$783,800

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $5,446/mo*
Refinance Your Home
3 Beds
2 Baths
1,532 sqft
(on 0.38 acres)

Home Value

Trulia Estimate
$784K
Since last month
$300 (0%)
Since last year
Increased$84K (+12%)
Since last sale
Increased$72K (+10.1%)
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 +144% in the last 10 years
MonthEstimated value
2026
August 2026$786K
July 2026$786K
June 2026$779K
May 2026$785K
April 2026$736K
March 2026$703K
February 2026$690K
January 2026$689K
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
0.16
Single-Family Home
$849,000
07/01/26
3
2
2,272
76 OAKDALE STREET, Windermere, FL
0.24
Single-Family Home
$1,060,000
09/11/25
3
1.5
2,011
299 W 4TH AVENUE, Windermere, FL
0.11
Single-Family Home
$862,000
01/08/26
4
3
2,410
415 E 6TH AVENUE, Windermere, FL
0.45
Single-Family Home
$710,000
02/19/26
3
2
1,784
416 MAGNOLIA STREET, Windermere, FL
0.28
Single-Family Home
$820,000
03/06/26
2
1.5
2,115
305 OAKDALE STREET, Windermere, FL
0.21
Single-Family Home
$710,000
05/19/26
2
1
1,424
825 OAKDALE STREET, Windermere, FL
0.56
Single-Family Home
$770,000
06/11/26
3
2
1,664
65 OAKDALE STREET, Windermere, FL
0.29
Single-Family Home
$1,050,000
10/31/25
4
2
2,191
412 FOREST STREET, Windermere, FL
0.15
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
299 W 4TH AVENUE, Windermere, FL 34786
0.11
$862,000
4
3
2,410
Recently Sold
307 4TH AVENUE, Windermere, FL 34786
0.13
$1,227,400
4
3
3,190
Off Market
212 W 1ST AVENUE, Windermere, FL 34786
0.13
$1,650,000
4
2
2,627
For Sale
400 W 2ND AVENUE, Windermere, FL 34786
0.15
$892,300
3
2.5
2,346
Off Market
116 MAIN STREET, Windermere, FL 34786
0.13
$687,800
3
2
1,269
Off Market
116 MAIN STREET LOT 434, Windermere, FL 34786
0.13
-
-
-
-
Off Market
409 W 2ND AVENUE, Windermere, FL 34786
0.16
$2,250,000
5
4.5
4,688
Recently Sold
133 MAIN STREET, Windermere, FL 34786
0.14
$635,800
3
2
1,166
Off Market
412 FOREST STREET, Windermere, FL 34786
0.15
$765,000
5
2.5
2,539
Recently Sold
107 E 2ND AVENUE, Windermere, FL 34786
0.15
$1,095,200
4
3
2,684
Off Market
111 MAIN STREET, Windermere, FL 34786
0.16
$849,000
3
2
2,272
Recently Sold

Local Information

  • Map ViewExplore the area around 226 FOREST STREET.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1942
Lot Size
0.38 acres
Living Area
1,532 sqft
Price/Sqft
$512
Parking
1 Car Garage
HOA
None

About this House

MULTIPLE OFFERS. SUBMIT HIGHEST AND BEST BY AUGUST 26 @ 5:00PM. Nestled under the shade of majestic 100-year-old oaks, this 1940's cottage is a true gem in the heart of Old Windermere. A picturesque flagstone path meanders through delightful butterfly gardens, while a paver driveway and charming picket fence enhance the home’s enchanting curb appeal. Inside, the cottage boasts original wood floors, knotty pine paneling, and built-ins, all adding to its timeless charm. An antique wood-burning stove, abundant windows, and skylights fill the space with warmth and natural light. Experience peaceful serenity from either the front or back screened porch, or take advantage of the private lake access to the renowned Butler Chain of Lakes, ideal for boating, fishing, skiing, and soaking in Florida’s natural beauty. Recent improvements include a new well, water treatment system, updated appliances, and water heater. Conveniently located within walking distance to restaurants, shops, and community events, this home offers the perfect blend of tranquility and urban convenience. Plus, Windermere’s golf cart-friendly streets make it easy to explore everything this charming town has to offer. Don’t miss your chance to own this unique property. Schedule your showing today and experience the magic of downtown Windermere living! So many options, full time, vacation time, retreat, investment!!
226 FOREST STREET, Windermere, FL 34786 is a 3 bedroom, 2 bathroom, 1,532 sqft single-family home built in 1942. It last sold for $713,500 on Sep 12, 2024 (6% above the $675,000 asking price). It is currently off market. The Trulia Estimate is $783,800, with a rent estimate of $3,249/month.

Home Details for 226 FOREST STREET

Interior Features

Interior Details
Number of Rooms: 9Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Balcony Porch Lanai, Dining Room, Game Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1532 Square Feet
Appliances & Utilities
Utilities: Electricity ConnectedAppliances: Dishwasher, Disposal, Electric Water Heater, Range, Range Hood, Water Filtration SystemDishwasherDisposalLaundry: Electric Dryer Hookup,Inside
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Living Room, Wood BurningHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Skylight(s), Window TreatmentsDoor: French DoorsFlooring: Ceramic Tile, Linoleum, Hardwood
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Ceramic Tile, Linoleum, Hardwood
View
Has a ViewView: Garden, Trees/Woods

Exterior Features

Exterior Home Features
Roof: MembranePatio / Porch: Front Porch, Patio, ScreenedFencing: FencedVegetation: Mature Landscaping, Oak TreesExterior: Garden, Irrigation System, Private MailboxFoundation: Crawlspace, SlabGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Other Parking: Garage Dimensions: 20x16No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: Boat,Driveway,Garage Faces Side,Guest,RV Access/Parking
Frontage
Waterfront: Lake, Lake Privileges, Boat Ramp - Private, Fishing Pier, Skiing AllowedResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Unimproved, DirtNot on Waterfront
Water & Sewer
Sewer: Septic TankWater Body: BUTLER CHAIN OF LAKES

Days on Market

Cumulative Days on Market: 3

Property Information

Year Built
Year Built: 1942
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cottage
Building
Construction Materials: Asbestos, BlockNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Parcel Number: 172328933603910

Price & Status

Price
List Price: $675,000
Status Change & Dates
Off Market Date: Mon Aug 26 2024

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 Area
Building Area: 2323 Square Feet

Community

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

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 0.38 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6234101Showing Requirements: ShowingTimeUniversal Property Id: US-12095-N-172328933603910-R-N

Additional Information

FishingLakePrivate Boat RampWater AccessGolf Carts OKParkPlayground
Last check for updates: about 4 hours ago
Listed by Judy Black, (407) 810-1803
UPSIDE REAL ESTATE INC, (407) 308-5750
Amanda Black PA, (407) 616-0140
UPSIDE REAL ESTATE INC, (407) 308-5750
Bought with: Amanda Black PA, (407) 616-0140, UPSIDE REAL ESTATE INC, (407) 308-5750
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6234101
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

Price and Tax history

DateEventPrice
Sep 12, 2024
Source: Stellar MLS #O6234101
Sold
$713,500
Aug 26, 2024
Source: Stellar MLS #O6234101
Pending
$675,000
Aug 23, 2024
Source: Stellar MLS #O6234101
Listed For Sale
$675,000
Jun 13, 1997
Source: N/A
Sold
$145,000

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
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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
    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
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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
    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
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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
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  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

48 pet-friendly rentals in Windermere, FL

Explore by feature - Garage

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Explore by feature - Pool

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Homes for sale near 226 FOREST STREET

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Off Market Homes Near 226 FOREST STREET

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Frequently asked questions about 226 FOREST STREET

  • What is 226 FOREST STREET estimated to be worth?
    Trulia's estimated value for 226 FOREST STREET in Windermere, FL is $783,800.
  • What is the price history for 226 FOREST STREET?
    226 FOREST STREET in Windermere, FL last sold for $713,500 in September 2024.
  • 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 226 FOREST STREET have air conditioning?
    Yes, 226 FOREST STREET in Windermere, FL has air conditioning.
  • Does 226 FOREST STREET have laundry facilities?
    Yes, 226 FOREST STREET in Windermere, FL has laundry facilities.