5,696 Sq. Ft.
$401 / Sq. Ft.
5,696
Sq. Ft.
$401
per Sq. Ft.

Description

One or more photo(s) has been virtually staged. 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...One or more photo(s) has been virtually staged. 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.
  1. Listed by Shelley Heistand • Brokerage DRE #2034958 • PREMIER SOTHEBY'S INTL. REALTY
    P: (407)-718-9222 C: (407)-718-9222 sjheistand@gmail.com

Property Details for 105 Pine Street

Architectural Style
Custom, Florida, Other, Traditional
Subdivision Name
WINDERMERE
Township
23
Garage Spaces
3
View
Pool, Water
Waterfront
No
Water View
Lake - Chain of Lakes
Furnished
Unfurnished
LISTING UPDATED: 04/25/2025 12:20 PM

Property Details for 105 Pine Street

StatusSold
MLS #O6279246
Days on Market47
Taxes$12,929 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2015
Lot Size0.57 AC / 24,719 SF
CountyOrange County

Location

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY, Shelley Heistand

Sold By STOCKWORTH REALTY GROUP, Irhelma Pieterse

Add your commute

Building Information for 105 Pine Street

Stories-Year Built2015Building Size-Lot Size0.57 AC / 24,719 SF

Payment Calculator

$12,214 per month

30 year fixed, 6.15% Interest

Principal and Interest

$11,137

Property Taxes

$1,077

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 105 Pine Street

Summary
Location and General Information
  • Building Area Source: Builder
  • Building Area Total: 7296.0
  • Building Area Units: Square Feet
  • Direction Faces: West
  • Directions: Main Street to West on W. 2nd Ave - to North on Pine St. Corner of Pine and W. 1st Ave.
  • Elementary School: Windermere Elem
  • Middle Or Junior School: Gotha Middle
  • High School: Olympia High
  • Mls Major Change Type: Sold
  • Major Change Type: Closed
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 105
  • Street Name: PINE STREET
  • State: FL
  • City: WINDERMERE
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage Dimensions: 40x24
  • Garage: Yes
  • Parking Features: Boat, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized, RV Garage
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Tax Block: 05/000
  • Tax Book Number: G/36
  • 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 Lot: 000
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • 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.
  • Lot Features: Corner Lot, Oversized Lot
  • Parcel Number: 172328933705000
  • Total Acreage: 1/2 to less than 1
  • Water Access: Lake - Chain of Lakes
  • Water Access: Yes
  • Water Body Name: BUTLER CHAIN OF LAKES
  • Water Extras: Boat Ramp - Private, Private Lake Dues Required, Skiing Allowed
  • Water Extras: Yes
  • Water: Boat Ramp - Private, Private Lake Dues Required, Skiing Allowed
  • Zoning: SFR
  • Living Area: 5696
  • ILS Total SQFT: 1388.0
  • ILS Under Air SQFT: 1246.0
Property and Assessments
  • Year Built Numeric: 2015
  • Accessibility Features: Accessible Doors, Accessible Full Bath, Accessible Central Living Area, Enhanced Accessible
  • Flood Zone Code: x
  • Homestead: Yes
  • New Construction: No
  • Property Condition: Completed
  • Public Survey Range: 28
  • Public Survey Section: 17
Utilities
  • Sewer: Septic Tank
  • Utilities: Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Connected, Sprinkler Well, Street Lights, Water Connected
  • Water Source: Public, Well
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Concrete, Stucco
  • Exterior Features: Irrigation System, Lighting, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors
  • Fencing: Fenced, Other, Vinyl
  • Foundation Details: Slab
  • Levels: One
  • Other Structures: Guest House, Outdoor Kitchen
  • Patio And Porch Features: Covered, Deck, Front Porch, Patio, Rear Porch, Screened
  • Pool Features: Gunite, Heated, Salt Water
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Shingle
  • Security Features: Closed Circuit Camera(s), Security System Owned, Smoke Detector(s)
  • Spa Features: In Ground
  • Spa: Yes
  • Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 5
  • Additional Rooms: Attic, Bonus Room, Den/Library/Office, Family Room, Great Room, Inside Utility, Interior In-Law Suite w/Private Entry, Media Room
  • Appliances: Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
  • Cooling: Central Air, Zoned
  • Fireplace Features: Family Room, Gas, Other Room
  • Fireplace: Yes
  • Flooring: Ceramic Tile, Luxury Vinyl, Tile, Hardwood
  • Heating: Central, Electric, Heat Pump, Zoned
  • Interior 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), Window Treatments
  • Laundry Features: In Garage, Inside, Laundry Closet, Laundry Room
  • Living Area Source: Builder
  • Living Area Units: Square Feet
  • Room Count: 8.0
  • Water View: Yes
  • Window Features: Aluminum Frames, Blinds, Double Pane Windows, Drapes, Rods, Shades, Shutters, Storm Window(s), Window Treatments
  • Bathrooms Half: 1

Property History for 105 Pine Street

DateEvent & SourcePriceAppreciation
Apr 25, 2025

Sold (Public Record)

Public Record #1556667429

$2,285,000

+19.7% / yr

Apr 25, 2025

Sold

MFRMLS #O6279246

$2,285,000—
Apr 1, 2025

Pending

MFRMLS #O6279246

—
Mar 7, 2025

Price Change

MFRMLS #O6279246

$2,495,000—
Feb 13, 2025

Listed (Active)

MFRMLS #O6279246

$2,750,000—
Jun 25, 2014

Sold (Public Record)

Public Record #419239097

$325,000

-46.3% / yr

Oct 15, 2013

Sold (Public Record)

Public Record #370422867

$500,000—
DateEvent & SourcePrice
04/25/2025

Sold (Public Record)

Public Record #1556667429

$2,285,000

+19.7% / yr

04/25/2025

Sold

MFRMLS #O6279246

$2,285,000
04/01/2025

Pending

MFRMLS #O6279246

—
03/07/2025

Price Change

MFRMLS #O6279246

$2,495,000
02/13/2025

Listed (Active)

MFRMLS #O6279246

$2,750,000
06/25/2014

Sold (Public Record)

Public Record #419239097

$325,000

-46.3% / yr

10/15/2013

Sold (Public Record)

Public Record #370422867

$500,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 105 Pine Street

Taxable ValueLand-Additions-Total-
Tax Record2024$12,929 ($1,077 / month)
Home Facts
Beds3Total Finished SqFt3,150 SqFtAbove Grade Finished SqFt3,150 SqFtStories1Lot Size24,719 SqFtStyleSingle Family ResidenceYear Built2015ZoningSFRCountyORANGEAPN17-23-28-9337-05-000Fireplace TypeHas Fireplace

Schools near 105 Pine Street

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Charter - K to 8
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Windermere Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Gotha Middle School
Public6 to 8

Olympia High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY, Shelley Heistand

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 04/25/2025 12:20 PM