105 PINE STREET, Windermere, FL 34786
105 PINE STREET, Windermere, FL 34786,Video Tour
105 PINE STREET, Windermere, FL 34786
74
See all 73 photos
$2,500,000
Est. payment /mo
Save Virtual Tour
5 Beds
6 Baths
5,696 SqFt
Open Sat 12PM-3PM

105 PINE STREET Windermere, FL 34786

Save Virtual Tour
REQUEST A TOUR If you would like to see this home without being there in person, select the "Virtual Tour" option and your agent will contact you to discuss available opportunities.
In-PersonVirtual Tour
Rafael Santos

Rafael Santos

+1(781) 363-5135

Open House

Sat May 09, 12:00pm - 3:00pm

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 5,696 sqft

Price per Sqft $438

Subdivision Windermere

MLS Listing ID O6405163

Bedrooms 5

Full Baths 5

Half Baths 1

Construction Status Completed

HOA Y/N No

Year Built 2015

Annual Tax Amount $16,804

Lot Size 0.570 Acres

Acres 0.57

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

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!

Location

State FL

County Orange

Community Windermere

Area 34786 - Windermere

Zoning SFR

Rooms

Other Rooms Attic, Bonus Room, Den/Library/Office, Family Room, Great Room, Inside Utility, Interior In-Law Suite w/Private Entry

Interior

Interior Features Accessibility Features, Built-in Features, Ceiling Fans(s), Coffered Ceiling(s), Crown Molding, Eat-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

Heating Central, Electric, Zoned

Cooling Central Air, Zoned

Flooring Ceramic Tile, Luxury Vinyl, Tile, Wood

Fireplaces Type Family Room, Gas, Other

Furnishings Unfurnished

Fireplace true

Appliance Built-In 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

Exterior

Exterior Feature Lighting, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors

Parking Features Boat, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized, RV Garage

Garage Spaces 3.0

Fence Fenced, Other, Vinyl

Pool Gunite, Heated, In Ground, Salt Water

Community Features Street Lights

Utilities Available Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Connected, Sprinkler Well, Water Connected

View Y/N Yes

Water Access Yes

Water Access Desc Lake - Chain of Lakes

View Pool, Water

Roof Type Shingle

Porch Covered, Deck, Front Porch, Patio, Rear Porch, Screened

Attached Garage true

Garage true

Private Pool Yes

Building

Lot Description Corner Lot, In County, Landscaped, Oversized Lot, Private

Entry Level One

Foundation Slab

Lot Size Range 1/2 to less than 1

Builder Name Robert Heinz/Heinz Group

Sewer Septic Tank

Water Public, Well

Architectural Style Custom, Florida, Other, Mediterranean, Traditional

Structure Type Block,Concrete,Stucco

New Construction false

Construction Status Completed

Schools

Elementary Schools Windermere Elem

Middle Schools Gotha Middle

High Schools Olympia High

Others

Senior Community No

Ownership Fee Simple

Acceptable Financing Cash, Conventional, VA Loan

Listing Terms Cash, Conventional, VA Loan

Special Listing Condition None

Virtual Tour https://www.zillow.com/view-imx/677282ef-cb43-4e6c-af11-a1ec30f7ac25?wl=true&setAttribution=mls&initialViewType=pano

Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Tiffany Pantozzi ALIGN REAL ESTATE LLC

NEARBY SCHOOL & BUSINESS

GET MORE INFORMATION

Rafael Santos
Rafael Santos

Realtor & Loan Officer | License ID: 3424579

+1(781) 363-5135 | santos@epique.me

Name
Phone*
Message

By checking this box, I agree by electronic signature to the Electronic Disclosure Consent Agreement; to receive recurring marketing communication from Rafael Santos, including auto-dialed calls, texts, and artificial/prerecorded voice messages (message frequency varies; data rates may apply; reply "STOP" to opt-out of texts or "HELP" for assistance); and to the Terms of Service and Privacy Policy of this website. Consent not required to make a purchase. I understand that I can call to obtain direct assistance.

Go tour this home

105 PINE STREET

rkp('event', 'APP_INSTALL'); rkp('event', 'LEAD'); rkp('event', 'PURCHASE'); rkp('event', 'SIGN_UP'); rkp('event', 'SUBSCRIBE'); rkp('event', 'ACHIEVE_LEVEL'); rkp('event', 'ADD_PAYMENT_INFO'); };