$1,241,100
- 5 Beds
- 4.5 Baths
- 4,242 sqft (on 1.06 acres)
2222 Whaler Way, Windermere, FL 34786
Est. Refi. Payment $8,672/mo*
Refinance Your HomeCurrently Off Market - Sold Jan 12, 2019 for $780,000
Home Value
Trulia Estimate
$1.24MSince last month
Decreased$23K (-1.8%)Since last year
Increased$10K (+0.8%)Since last sale
Increased$458K (+58.7%)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 +71% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $1.24M |
| August 2026 | $1.24M |
| July 2026 | $1.26M |
| June 2026 | $1.24M |
| May 2026 | $1.25M |
| April 2026 | $1.24M |
| March 2026 | $1.23M |
| February 2026 | $1.21M |
| January 2026 | $1.19M |
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 |
|---|---|---|---|---|---|---|---|
0.18 | Single-Family Home | $1,675,000 | 04/15/26 | 5 | 6 | 6,375 | |
0.52 | Single-Family Home | $880,000 | 06/17/26 | 5 | 3.5 | 3,166 | |
0.41 | Single-Family Home | $1,375,000 | 06/12/26 | 6 | 4.5 | 4,027 | |
0.19 | Single-Family Home | $2,583,750 | 08/27/26 | 4 | 5 | 4,693 | |
0.16 | Single-Family Home | $2,550,000 | 06/22/26 | 5 | 5 | 5,277 | |
0.63 | Single-Family Home | $1,620,000 | 07/31/26 | 5 | 4 | 4,648 | |
0.39 | Single-Family Home | $1,200,000 | 07/01/26 | 4 | 3 | 3,349 | |
0.54 | Single-Family Home | $945,000 | 05/21/26 | 4 | 2.5 | 2,292 | |
0.53 | Single-Family Home | $1,200,000 | 07/20/26 | 5 | 3 | 3,501 | |
0.54 | Single-Family Home | $960,000 | 08/13/26 | 4 | 3 | 2,743 |
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 |
|---|---|---|---|---|---|---|
0.16 | $2,550,000 | 5 | 5 | 5,277 | Recently Sold | |
0.16 | - | - | - | - | Off Market | |
0.13 | $2,548,200 | 4 | 4 | 3,987 | Off Market | |
0.16 | $1,500,000 | 4 | 3 | 3,517 | For Sale | |
0.18 | $1,675,000 | 5 | 6 | 6,375 | Recently Sold | |
0.22 | $1,068,000 | 5 | 3 | 3,358 | Off Market | |
0.19 | $1,889,400 | 4 | 3.5 | 3,391 | Off Market | |
0.19 | $2,583,750 | 4 | 5 | 4,693 | Recently Sold | |
0.24 | $1,360,800 | 5 | 5 | 4,028 | Off Market | |
0.26 | $817,100 | 5 | 4 | 3,355 | Off Market | |
0.26 | $2,395,000 | 5 | 5.5 | 4,094 | For Sale | |
0.27 | $798,000 | 3 | 2 | 2,098 | Off Market |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1994
1.06 acre lot
4,242 sqft
$293/sqft
Garage
About this House
Southern living style meets LAKEFRONT LIVING in this 4242 sq ft home in Windermere! This unique 25 home community located in the Town of Windermere has its own MARINA with dedicated boat slips for enjoying lakefront living on the BUTLER CHAIN OF LAKES! Approaching from the long Scottish driveway the porch, stone facade, private yard and gorgeous Oaks set the tone for what's inside! Totally REMODELED since 2013 this gorgeous home successfully combines WARMTH and BEAUTY with the PERFECT FLOOR PLAN for todays lifestyle! Upon first entry the great room with 21' ceilings, wood floors and stone fireplace invites you to sit and stay awhile. The french doors that open to the pool beyond beckon you outside to take in the PRIVATE outdoor living of the spa/pool with stone waterfall, JennAire grill and lanai entertainment space! The grounds of the property are nature at its best with beautiful ferns, gardens and mature trees for that much desired shade! The expansive windows throughout the home bring in loads of light and the OPEN CONCEPT kitchen/FR features a breakfast bar with seating for 6 or more bar stools that overlook the huge family room perfect for ENTERTAINING friends and family! This home offers plenty of STORAGE and FLEX SPACE! There is a 19x15 loft with attached study nook, a "cockpit" office with barn doors, a 13x18 guest suite, a first floor office with closet and full bath and a bonus flex area located off a bedroom. The 27x25 garage is OVERSIZED with an 18' wide by 8' high door for ease of oversized vehicles!
2222 Whaler Way, Windermere, FL 34786 is a 5 bedroom, 5 bathroom, 4,242 sqft single-family home built in 1994. It last sold for $780,000 on Jan 12, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,241,100, with a rent estimate of $6,942/month.
Home Details for 2222 Whaler Way
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Interior Details BasementAdditional StorageNumber of Rooms: 13Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, OfficeStorage |
Heating & Cooling Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump |
Appliances & Utilities DishwasherRefrigerator |
Fireplace & Spa Fireplace |
Levels, Entrance, & Accessibility Floors: Tile, Carpet |
Security Security System |
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Exterior Home Features Roof: Shake ShingleExterior: OtherPatioPorchSprinkler System |
Pool Pool |
Parking & Garage GarageParking: Garage |
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Year Built Year Built: 1994Year Updated: 1995 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
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Units in Building: 1 |
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Lot Area: 1.06 acres |
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Fitness & Sports Tennis Court |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jan 12, 2019 Source: N/A | Sold | $780,000 |
Oct 29, 2018 Source: Agent Provided | Pending | $800,000 |
May 21, 2018 Source: Agent Provided | PriceChange | $800,000 Price decreased by 6% |
Apr 12, 2018 Source: Agent Provided | Listed For Sale | $850,000 |
Dec 18, 2012 Source: N/A | Sold | $476,000 |
Aug 11, 2012 Source: Agent Provided | ListingRemoved | $475,500 |
Jul 24, 2012 Source: Agent Provided | PriceChange | $475,500 Price decreased by 20% |
Jul 18, 2012 Source: Agent Provided | Listed For Sale | $592,300 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $12,451 | $694,190 |
Home facts updated by county records
Market trends in Windermere
Last updated July 2026
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
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 2222 Whaler Way
- What is 2222 Whaler Way estimated to be worth?Trulia's estimated value for 2222 Whaler Way in Windermere, FL is $1,241,100.
- What is the price history for 2222 Whaler Way?2222 Whaler Way in Windermere, FL last sold for $780,000 in January 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 2222 Whaler Way have air conditioning?Yes, 2222 Whaler Way in Windermere, FL has air conditioning.
- Does 2222 Whaler Way have a pool?Yes, 2222 Whaler Way in Windermere, FL has a pool.

