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105 Pine Street

Windermere, FL 34786

5 beds
6 baths
5,696 sqft
~1/2 acre lot
$482 per sqft
2015 build
– on site

On a serene over half acre lot in the heart of historic downtown Windermere this fabulous one-of-a kind multi-generational home is a short distance from the charming boutiques, eateries, coffee shops, local wine shop, brewery, the weekly farmers market, food trucks and Windermere Library. The main home was meticulously expanded and redesigned in 2023. The casita was built new in 2024. The fabulous ADA-accessible casita with its own private entrance is 1,246 square feet, ideal for hosting friends, family or aging parents. This casita boasts a generously sized great room with plastered Kiva fireplace and built-in bookcases, large kitchen with plastered hood vent, custom tile, porcelain concrete countertops, honed marble island top, coffee station, Café Matte white/brushed bronze refrigerator, 30-inch double oven with six-burner gas cooktop, soft close custom cabinets and drawers, 39-inch iron door, custom stonework walls and floating shelves. The spacious bedroom has a walk-in custom closet & en-suite bath with dual vanities, marble countertops and edgeless walk-in shower. Additional amenities include yellow pine wood ceiling beams, hickory wood flooring, 11½-inch baseboards, solid knotty alder wood doors, custom reclaimed pine closet barn door, and 10-12-foot vaulted ceilings. The main home features four spacious bedrooms, 4.5 baths, a large laundry room, theater-game room and office with 4,450 square feet. The spacious great room has a cozy fireplace, decorative wood beam ceiling and opens to the gourmet kitchen. This kitchen is a chef’s dream featuring stainless steel appliances including Bosch double ovens, Viking gas cooktop, walk-in pantry, Cambria countertops, farmhouse sink, custom cabinetry and oversized island with breakfast bar. The spacious owner’s suite with pool views has two walk-in custom closets and spa-like bath with a freestanding solid stone soaking tub, separate oversized walk-in shower and dual solid stone sinks designed with luxury and relaxation in mind. The large theater-game room has sliding glass doors leading to the covered lanai and private fenced yard. You will enjoy entertaining outside with your sparkling, heated saltwater pool with spa and summer kitchen. A large three-car RV garage joins the casita to the main home. This garage with soaring ceiling has room for two car lifts and RV parking with a 50-amp plug, epoxy flooring and storage racks. This home was thoughtfully designed with optimal storage and custom finishes. Amenities and renovations include new roof, exterior paint, gutters, LVP flooring, custom built-in closets, aluminum fenced yard, pool-spa, two Generac generators, security cameras, termite bond, three tankless water heaters, irrigation well, 10-12-foot ceilings throughout and custom closets in all rooms to keep you organized. Residents of the Town of Windermere enjoy exclusive access to the town’s private boat ramp, giving access to the Butler Chain of Lakes as well as the town’s private pickleball/tennis courts. Golf carts are welcome in this charming town. No HOA restrictions. Location is a short commute to top-rated schools, major highways, upscale shopping, Orlando’s renowned attractions and world-class golf courses.

Listing courtesy of STELLAR_MLS / PREMIER SOTHEBY'S INTL. REALTY

Last checked: Checking… • Last updated Feb 16, 2025 •

MLS# O6279246 —

The Building

Year Built:

2015
New Construction:

false
Architectural Style:

Custom
Construction Materials:

Block
Levels:

One
Roof:

Shingle
Foundation Details:

Slab
Window Features:

Aluminum Frames
Patio And Porch Features:

Covered
Security Features:

Closed Circuit Camera(s)
Accessibility Features:

Accessible Doors
Building Area Total:

7296
Building Area Units:

Square Feet
Building Area Source:

Builder

Interior

Interior Features:

Accessibility Features
Furnished:

Unfurnished
Flooring:

Ceramic Tile
Additional Rooms:

Attic
Fireplace:

true
Fireplace Features:

Family Room

Room Dimensions

Living Area:

5696
Living Area Units:

Square Feet
Living Area Source:

Builder

Location

Directions:

Main Street to West on W. 2nd Ave - to North on Pine St. Corner of Pine and W. 1st Ave.
Latitude:

28.498907
Longitude:

-81.54128
Coordinates:

-81.54128, 28.498907

The Property

Parcel Number:

172328933705000
Property Type:

Residential
Property Subtype:

Single Family Residence
Property Condition:

Completed
Lot Features:

Corner Lot
Lot Size Acres:

0.57
Lot Size Area:

24719
Lot Size SqFt:

24719
Lot Size Units:

Square Feet
Total Acres:

1/2 to less than 1
Zoning:

SFR
Direction Faces:

West
View:

Pool
View:

true
Exterior Features:

Irrigation System
Fencing:

Fenced
Vegetation:

Mature Landscaping
Water Source:

Public
Road Responsibility:

Public Maintained Road
Road Surface Type:

Dirt
Flood Zone Code:

x
Additional Parcels:

false
Homestead:

true
Lease Restrictions:

false
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Block:

05/000
Tax Legal Description:

PLAT OF WINDERMERE G/36 BLK E BEG NE COR OF BLK E RUN S 17 D EG E 105 FT TH S73W 236 FT TH N17W 85 FT TO A POC CONCAVE SE LY HAVING A RAD 20 FT DELTA 90 CHORD BEARING N28E ARC LENGTH
Tax Book Number:

G/36
Tax Annual Amount:

12928.84

Beds

Bedrooms Total:

5

Baths

Total Baths:

5.5
Total Baths:

6
Full Baths:

5
Half Baths:

1

The Listing

Virtual Tour URL Unbranded:

https://www.propertypanorama.com/instaview/stellar/O6279246
Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Cable Connected
Sewer:

Septic Tank

Appliances

Appliances:

Built-In Oven
Laundry Features:

In Garage

Schools

Elementary School:

Windermere Elem
Middle Or Junior School:

Gotha Middle
High School:

Olympia High

The Community

Subdivision Name:

WINDERMERE
Senior Community:

false
Waterview:

Lake - Chain of Lakes
Waterview:

true
Water Access:

Lake - Chain of Lakes
Water Access:

true
Water Extras:

Boat Ramp - Private
Water Body Name:

Butler Chain Of Lakes
Waterfront:

false
Spa:

true
Spa Features:

In Ground
Pool Private:

true
Pool Features:

Gunite
Association:

false
Ownership:

Fee Simple
Additional Water Information:

Residents of the Town of Windermere enjoy exclusive access to the town's private boat ramp giving access to the Butler Chain of Lakes for a small yearly fee. Fee & Access not required.

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

3
Garage Dimensions:

40x24
Carport:

false
Covered Spaces:

3
Parking Features:

Boat

Extra Units

Other Structures:

Guest House

Monthly cost estimate

Asking price

$2,750,000

Expense	Monthly cost
Mortgage	$14,725
Taxes	$1,077
Insurance	$756
Utilities	$274 See report
Total	$16,832/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
2/13/25 Feb 13, 2025	Listed / Active	STELLAR_MLS	$2,750,000

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This house located in Windermere, FL 34786 is currently for sale for $2,750,000. 105 Pine Street is a 5,696 square foot house with 5 beds and 6 baths that has been on Estately for 21 days. This house is in the attendance area of Gotha Middle School, Olympia High School, Cornerstone Charter Academy K-8, Windermere Elementary School, and Cornerstone Charter Academy High School.

Listing Courtesy of: STELLAR_MLS and PREMIER SOTHEBY'S INTL. REALTY.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.