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!
Sold for $2,335,000
$2,335,000
105 Pine St, Windermere, FL 34786
5beds
5,696sqft
Single Family Residence
Built in 2015
0.57 Acres Lot
$2,334,900 Zestimate®
$410/sqft
$7,689 Estimated rent
Home value
$2,334,900
$2.15M - $2.55M
$7,689/mo
Zestimate® history
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List your homeWhat's special
Gas fireplaceKiva-style fireplaceScreened lanaiLarge cambria quartz islandHigh ceilingsMature oak treesOversized rv-height door
Zillow last checked:
Listing updated:
Listing Provided by:
Tiffany Pantozzi 407-955-9716,
ALIGN REAL ESTATE LLC 305-389-2922
Bought with:
Kari Fleck, 3021351
THE REAL ESTATE COLLECTION LLC
Source: Stellar MLS,MLS#: O6405163
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Primary bedroom
- Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 476 Square Feet
- Dimensions: 28x17
Bedroom 2
- Features: Walk-In Closet(s)
- Level: First
- Area: 234 Square Feet
- Dimensions: 13x18
Bedroom 3
- Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 240 Square Feet
- Dimensions: 15x16
Bedroom 4
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 384 Square Feet
- Dimensions: 16x24
Bedroom 5
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 195 Square Feet
- Dimensions: 13x15
Primary bathroom
- Features: Dual Sinks, Garden Bath, Makeup/Vanity Space, Stone Counters, Tub with Separate Shower Stall, Water Closet/Priv Toilet
- Level: First
- Area: 224 Square Feet
- Dimensions: 14x16
Bonus room
- Features: Built-in Closet
- Level: First
- Area: 342 Square Feet
- Dimensions: 19x18
Dining room
- Features: Bar
- Level: First
- Area: 171 Square Feet
- Dimensions: 19x9
Kitchen
- Features: Breakfast Bar, Kitchen Island, Stone Counters, Pantry
- Level: First
- Area: 342 Square Feet
- Dimensions: 19x18
Kitchen
- Features: Kitchen Island
- Level: First
- Area: 288 Square Feet
- Dimensions: 18x16
Living room
- Features: Built-In Shelving
- Level: First
- Area: 323 Square Feet
- Dimensions: 19x17
Living room
- Features: Ceiling Fan(s)
- Level: First
- Area: 575 Square Feet
- Dimensions: 23x25
Office
- Features: Built-in Closet
- Level: First
- Area: 140 Square Feet
- Dimensions: 14x10
Heating
- Central, Electric, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
- Laundry: In Garage, Inside, Laundry Closet, Laundry Room
Features
- Accessibility Features, Built-in Features, Ceiling Fan(s), Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), In-Law Floorplan
- Flooring: Ceramic Tile, Luxury Vinyl, Tile, Hardwood
- Doors: Outdoor Kitchen, Sliding Doors
- Windows: Blinds, Window Treatments
- Has fireplace: Yes
- Fireplace features: Family Room, Gas, Other Room
Interior area
- Total structure area: 7,296
- Total interior livable area: 5,696 sqft
Property
Parking
- Total spaces: 3
- Parking features: Boat, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized, RV Garage
- Attached garage spaces: 3
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 40x24
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Deck, Front Porch, Patio, Rear Porch, Screened
- Exterior features: Irrigation System, Lighting, Outdoor Kitchen, Private Mailbox, Rain Gutters
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground, Salt Water
- Has spa: Yes
- Spa features: Heated, In Ground
- Fencing: Fenced,Other,Vinyl
- Has view: Yes
- View description: Pool, Water, Lake
- Has water view: Yes
- Water view: Water,Lake
- Waterfront features: Lake Privileges, Skiing Allowed
- Body of water: BUTLER CHAIN OF LAKES
Lot
- Size: 0.57 Acres
- Features: Corner Lot, In County, Landscaped, Oversized Lot
- Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Additional structures: Guest House, Outdoor Kitchen
- Parcel number: 172328933705000
- Zoning: SFR
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Custom,Florida,Other,Mediterranean,Traditional
- Property subtype: Single Family Residence
Materials
- Block, Concrete, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 2015
Details
- Builder name: Robert Heinz/Heinz Group
Utilities & green energy
- Sewer: Septic Tank
- Water: Public, Well
- Utilities for property: Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Connected, Sprinkler Well, Street Lights, Water Connected
Community & neighborhood
Security
- Security features: Security System Owned, Smoke Detector(s)
Location
- Region: Windermere
- Subdivision: WINDERMERE
HOA & financial
HOA
- Has HOA: No
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Listing terms: Cash,Conventional,VA Loan
- Ownership: Fee Simple
- Road surface type: Dirt, Other, Paved
Price history
| Date | Event | Price |
|---|---|---|
| 6/10/2026 | Sold | $2,335,000-6.6%$410/sqft |
Source:  Stellar MLS #O6405163 Report a problem | ||
| 5/19/2026 | Pending sale | $2,500,000$439/sqft |
Source: Stellar MLS #O6405163 Report a problem | ||
| 5/8/2026 | Listed for sale | $2,500,000+9.4%$439/sqft |
Source: Stellar MLS #O6405163 Report a problem | ||
| 4/25/2025 | Sold | $2,285,000-8.4%$401/sqft |
Source: Stellar MLS #O6279246 Report a problem | ||
| 4/4/2025 | Pending sale | $2,495,000$438/sqft |
Source: Stellar MLS #O6279246 Report a problem | ||
| 3/7/2025 | Price change | $2,495,000-9.3%$438/sqft |
Source: Stellar MLS #O6279246 Report a problem | ||
| 2/13/2025 | Listed for sale | $2,750,000+746.2%$483/sqft |
Source: Stellar MLS #O6279246 Report a problem | ||
| 6/27/2014 | Sold | $325,000-35%$57/sqft |
Source: Public Record Report a problem | ||
| 10/22/2013 | Sold | $500,000$88/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $12,929 +7.2% | $782,740 +6.9% |
| 2023 | $12,063 +2.9% | $732,272 +3% |
| 2022 | $11,726 -23% | $710,944 +3% |
| 2021 | $15,229 +32.4% | $690,237 +1.4% |
| 2020 | $11,506 +0.8% | $680,707 +2.3% |
| 2019 | $11,417 +0.9% | $665,403 +1.9% |
| 2018 | $11,310 0% | $652,996 +1.6% |
| 2017 | $11,310 +3.5% | $642,636 +1.8% |
| 2016 | $10,932 +0.1% | $631,128 +157.6% |
| 2015 | $10,919 +185.5% | $245,000 +26% |
| 2014 | $3,825 +17.1% | $194,369 +18.6% |
| 2013 | $3,266 -41.2% | $163,889 -43.7% |
| 2012 | $5,550 -24.4% | $291,135 -25.2% |
| 2011 | $7,341 -9.9% | $389,466 -15.5% |
| 2010 | $8,145 | $461,017 -14.6% |
| 2009 | -- | $539,682 -14.9% |
| 2008 | $10,185 -8.8% | $633,984 -9.3% |
| 2007 | $11,170 +4% | $698,937 +15.2% |
| 2006 | $10,744 +21% | $606,578 +25% |
| 2005 | $8,880 +7.5% | $485,115 +0.1% |
| 2004 | $8,259 +15.4% | $484,776 +17.8% |
| 2003 | $7,155 +13.7% | $411,574 +9.2% |
| 2002 | $6,294 | $376,866 |
Find assessor info on the county website
Neighborhood: 34786
Nearby schools
GreatSchools rating
- 10/10Windermere Elementary SchoolGrades: PK-5Distance: 0.7 mi
- 6/10Gotha Middle SchoolGrades: 6-8Distance: 2.8 mi
- 5/10Olympia High SchoolGrades: 9-12Distance: 2.1 mi
Schools provided by the listing agent
- Elementary: Windermere Elem
- Middle: Gotha Middle
- High: Olympia High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$2,334,900
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$2,334,900
- Florida
- Orange County
- Windermere
- 34786
- 105 Pine St
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