$2,500,000

105 Pine Street, Windermere, FL 34786

Save Contact

$2,500,000

Off-Market Date: 05/16/2026

105 Pine Street Windermere, FL 34786 - BUTLER CHAIN OF LAKES

Pending MLS# O6405163

5 beds 6 baths 5,696 sq ft Single Family

Comments

Notifications

To receive email notifications, you need to update your profile with your email address.
Data current as of 05/06/2026 10:08:08

Details for 105 Pine Street

MLS# O6405163

Description for 105 Pine Street, Windermere, FL, 34786 - BUTLER CHAIN OF LAKES


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 Information


Property Type: Residential, Single Family Residence

Status: Pending

Bedrooms: 5

Bathrooms: 6

Lot Size: 0.57 Acres

Square Feet: 5,696 sq ft

Year Built: 2015

Garage: Yes

Stories: 1 Story

Construction: Block,Concrete,Stucco

Construction Display: New Construction

Subdivision: Windermere

Builder: Robert Heinz/Heinz Group

Foundation: Slab

County: Orange

Construction Status: New Construction

School Information


Elementary: Windermere Elem

Middle: Gotha Middle

High: Olympia High

Room Information


Main Floor

Bedroom 5: 15x13

Primary Bedroom: 17x28

Dining Room: 9x19

Kitchen: 18x19

Living Room: 25x23

Kitchen: 16x18

Living Room: 17x19

Bedroom 4: 24x16

Office: 10x14

Bonus Room: 18x19

Bedroom 3: 16x15

Bedroom 2: 18x13

Primary Bathroom: 16x14

Bathrooms

Full Baths: 5

1/2 Baths: 1

Additonal Room Information

Laundry: In Garage, Inside, Laundry Closet, Laundry Room

Interior Features


Appliances: Convection Oven, Built-In Oven, Tankless Water Heater, Gas Water Heater, Washer, Range Hood, Range, Refrigerator, Cooktop, Dishwasher, Disposal, Dryer

Flooring: Ceramic Tile,Luxury Vinyl,Tile,Wood

Doors/Windows: Blinds, Double Pane Windows, Window Treatments, Aluminum Frames, Drapes, Shutters, Rods

Fireplaces: Gas, Other, Family Room

Accessibility: Accessibility Features

Additional Interior Features: Eat-In Kitchen, Split Bedrooms, Ceiling Fan(s), Vaulted Ceiling(s), High Ceilings, Tray Ceiling(s), Attic, Built-in Features, Window Treatments, Walk-In Closet(s), Crown Molding, Coffered Ceiling(s), Main Level Primary, Solid Surface Counters, Stone Counters, Wood Cabinets, Open Floorplan, Kitchen/Family Room Combo

Utilities


Water: Well, Public

Sewer: Septic Tank

Other Utilities: Cable Connected,Electricity Connected,Natural Gas Connected,Water Connected

Cooling: Ceiling Fan(s), Zoned, Central Air

Heating: Zoned, Electric, Central

Exterior / Lot Features


Attached Garage: Attached Garage

Garage Spaces: 3

Parking Description: Boat, Garage Faces Side, Golf Cart Garage, Garage Door Opener, driveway, Garage, RV Garage, Oversized

Roof: Shingle

Pool: Salt Water, In Ground, Heated, Gunite

Lot View: Lake,Pool,Water

Fencing: Other, Vinyl, fenced

Additional Exterior/Lot Features: Rain Gutters, Sprinkler/Irrigation, Outdoor Kitchen, Lighting, Patio, Covered, Deck, Screened, Front Porch, Rear Porch, Corner Lot, Landscaped, Private Road, Oversized Lot, Outside City Limits

Out Buildings: Guest House, Outdoor Kitchen

Waterfront Details


Standard Water Body: BUTLER CHAIN OF LAKES

Community Features


Community Features: Street Lights

Security Features: Fire Hydrant(s), Smoke Detector(s), Security System Owned

Driving Directions


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

Financial Considerations


Terms: Cash,Conventional,VA Loan

Tax/Property ID: 17-23-28-9337-05-000

Tax Amount: 16804

Tax Year: 2025

Sales History

Date Price
Currently not available.

Tax Summary

Tax Year Estimated Market Value Total Tax
Currently not available.

Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.

Schools nearby 105 Pine Street

Schools in attendance boundaries Grades Distance Rating
Loading...


Schools nearby Grades Distance Rating
Loading...

Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.

The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.

SchoolDigger ® Rating

The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.

Coming soon properties will soon be on the market, but are not yet available for showings.

Loading...