105 Pine St Windermere, FL 34786
Estimated payment $14,654/month
5
Beds
5.5
Baths
5,696
Sq Ft
$439
Price per Sq Ft
Highlights
- Parking available for a boat
- Guest House
- Oak Trees
- Windermere Elementary School Rated A
- Access To Chain Of Lakes
- Heated In Ground Pool
About This Home
Extraordinary multigenerational living opportunity in the Town of Windermere, where mature oak trees and a quiet, established setting create a true sense of place just moments from the Butler Chain of Lakes. Set on an oversized, over half-acre corner lot in downtown Windermere, this custom home offers a rare blend of privacy, flexibility, and walkability to local dining, coffee shops, boutiques, and the weekly farmers market. Built in 2015 and thoughtfully expanded, this 5,696 square foot home features five bedrooms and five and a half bathrooms, including a fully separate casita ideal for in-law living, guests, or private quarters. From the moment you arrive, fresh landscaping and an exposed brick front porch create a warm and inviting entrance. Inside, the open living space is both spacious and comfortable, with high ceilings, wood beams, crown molding, and a gas fireplace, complemented by shiplap and exposed brick accents. The kitchen opens seamlessly to the main living area and overlooks the backyard, featuring a large Cambria quartz island, Kohler farm sink, walk-in pantry, Bosch double ovens, Viking gas cooktop, custom hood, LG refrigerator, soft-close cabinetry, under-cabinet lighting, and a dedicated coffee bar. The primary suite offers peaceful backyard views, two custom walk-in closets, and a well-appointed bath with dual vanities, a makeup station, a garden tub, and a large walk-in shower with floor-to-ceiling tile and dual showerheads. Additional bedrooms are thoughtfully placed, including one with an ensuite bath. A versatile flex room with a coffered ceiling, storage, and its own laundry setup connects to a private office with built-ins and a walk-in closet. A secondary primary suite provides a comfortable space for extended family or guests. In total, the home offers three separate laundry areas for added convenience. Outdoor living is designed for true Florida living. Two sets of sliding glass doors, including one from the flex room, open to a covered lanai with wood plank ceiling and fans, along with a fully equipped summer kitchen featuring an Artisan natural gas grill, vent hood, sink, and icemaker. The space extends to an expansive paver patio surrounding a heated saltwater pool and spa with water features, all overlooking a large fenced backyard. The casita, completed in 2023 and offering over 1,200 square feet, lives like a private residence with its own entrance and Spanish Mediterranean character, including wood beams, hardwood flooring, and a Kiva-style fireplace. It features a full living room, a kitchen with GE Café appliances and a quartz island, and a spacious bedroom suite with a custom walk-in closet and a beautifully finished bath. A screened lanai and separate fenced yard provide added privacy. A three-car garage with high ceilings includes an oversized RV-height door, 50-amp plug, and space for additional storage or lifts, along with a third laundry area. Additional features include dual AC systems, tankless water heaters, and a Generac generator. Residents of Windermere enjoy private access to the Butler Chain of Lakes, parks, tennis courts, and a boat ramp, all golf cart accessible. Golf cart friendly with tree-lined streets and a true small-town feel. No HOA and conveniently located near top-rated schools, major roadways, and world-class dining and entertainment. This is a truly unique Windermere home designed for modern multigenerational living. Schedule your private showing today!
Listing Agent
ALIGN REAL ESTATE LLC Brokerage Phone: 305-389-2922 License #3370725 Listed on: 05/07/2026
Open House Schedule
-
Saturday, May 9, 202612:00 to 3:00 pm5/9/2026 12:00:00 PM +00:005/9/2026 3:00:00 PM +00:00Add to Calendar
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $16,804
Year Built
- Built in 2015
Lot Details
- 24,719 Sq Ft Lot
- Dirt Road
- West Facing Home
- Vinyl Fence
- Mature Landscaping
- Private Lot
- Corner Lot
- Oversized Lot
- Well Sprinkler System
- Oak Trees
Parking
- 3 Car Attached Garage
- Side Facing Garage
- Garage Door Opener
- Driveway
- Parking available for a boat
- RV Garage
- Golf Cart Parking
Property Views
- Chain Of Lake
- Pool
Home Design
- Custom Home
- Traditional Architecture
- Florida Architecture
- Mediterranean Architecture
- Slab Foundation
- Shingle Roof
- Concrete Siding
- Block Exterior
- Stucco
Interior Spaces
- 5,696 Sq Ft Home
- Open Floorplan
- Built-In Features
- Shelving
- Bar
- Crown Molding
- Coffered Ceiling
- Tray Ceiling
- Vaulted Ceiling
- Ceiling Fan
- Gas Fireplace
- Double Pane Windows
- Shades
- Shutters
- Blinds
- Drapes & Rods
- Aluminum Window Frames
- Sliding Doors
- Family Room with Fireplace
- Great Room
- Family Room Off Kitchen
- Living Room
- Dining Room
- Home Office
- Bonus Room
- Inside Utility
- Attic
Kitchen
- Eat-In Kitchen
- Breakfast Bar
- Walk-In Pantry
- Built-In Double Convection Oven
- Cooktop with Range Hood
- Bosch Dishwasher
- Dishwasher
- Viking Appliances
- Stone Countertops
- Solid Wood Cabinet
- Farmhouse Sink
- Disposal
Flooring
- Wood
- Ceramic Tile
- Luxury Vinyl Tile
Bedrooms and Bathrooms
- 5 Bedrooms
- Primary Bedroom on Main
- Split Bedroom Floorplan
- En-Suite Bathroom
- Walk-In Closet
- In-Law or Guest Suite
- Makeup or Vanity Space
- Private Water Closet
- Soaking Tub
- Bathtub With Separate Shower Stall
- Garden Bath
Laundry
- Laundry Room
- Laundry in Garage
- Dryer
- Washer
Home Security
- Security System Owned
- Fire and Smoke Detector
Accessible Home Design
- Accessibility Features
Pool
- Heated In Ground Pool
- Heated Spa
- In Ground Spa
- Gunite Pool
- Saltwater Pool
Outdoor Features
- Access To Chain Of Lakes
- Water Skiing Allowed
- Deck
- Covered Patio or Porch
- Outdoor Kitchen
- Exterior Lighting
- Rain Gutters
- Private Mailbox
Additional Homes
- Guest House
- 1,246 SF Accessory Dwelling Unit
Schools
- Windermere Elementary School
- Gotha Middle School
- Olympia High School
Utilities
- Forced Air Zoned Heating and Cooling System
- Thermostat
- Power Generator
- Natural Gas Connected
- 1 Water Well
- Tankless Water Heater
- Gas Water Heater
- 2 Septic Tanks
- Cable TV Available
Community Details
- No Home Owners Association
- Built by Robert Heinz/Heinz Group
- Windermere Subdivision
Listing and Financial Details
- Tax Block 05/000
- Assessor Parcel Number 17-23-28-9337-05-000
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $16,803 | $1,288,740 | $410,000 | $878,740 |
| 2025 | $16,803 | $1,302,410 | $410,000 | $892,410 |
| 2024 | $12,063 | $805,439 | -- | -- |
| 2023 | $12,063 | $732,272 | $0 | $0 |
| 2022 | $11,726 | $710,944 | $0 | $0 |
| 2021 | $15,229 | $690,237 | $0 | $0 |
| 2020 | $11,045 | $680,707 | $0 | $0 |
| 2019 | $11,417 | $665,403 | $0 | $0 |
| 2018 | $11,310 | $652,996 | $265,000 | $387,996 |
| 2017 | $10,932 | $642,636 | $265,000 | $377,636 |
| 2016 | $10,919 | $631,128 | $265,000 | $366,128 |
| 2015 | $4,647 | $245,000 | $245,000 | $0 |
| 2014 | $3,825 | $194,369 | $150,000 | $44,369 |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 05/07/2026 05/07/26 | For Sale | $2,500,000 | +9.4% | $439 / Sq Ft | |
| 04/25/2025 04/25/25 | Sold | $2,285,000 | -8.4% | $401 / Sq Ft | View Prior Sale |
| 04/01/2025 04/01/25 | Pending | -- | -- | -- | |
| 03/07/2025 03/07/25 | Price Changed | $2,495,000 | -9.3% | $438 / Sq Ft | |
| 02/13/2025 02/13/25 | For Sale | $2,750,000 | -- | $483 / Sq Ft |
Source: Stellar MLS
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $2,285,000 | None Listed On Document | |
| Warranty Deed | $325,000 | Attorney | |
| Warranty Deed | $500,000 | None Available | |
| Warranty Deed | -- | -- |
Source: Public Records
About the Listing Agent
As a top Orlando realtor with Side Real Estate, Inc., Tiffany Pantozzi, Founder of ALIGN Real Estate, is a trailblazer in the real estate industry, dedicated to inspiring others to excel in their careers and personal journey. With only 8 years in the field, she's soared to the top, recognized as a top performer among 20K+ agents in Central Florida.
Leading the team at Align Real Estate, Tiffany is recognized in the top 100 of Central Florida agents, and her network of elite
Tiffany's Other Listings
Source: Stellar MLS
MLS Number: O6405163
APN: 17-2328-9337-05-000
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Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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