105 PINE STREET

$2,500,000
105 PINE STREET,

Overview

  • Updated On:
  • May 15, 2026
  • 5 Bedrooms
  • 5.5 Bathrooms
  • 3 Garages
  • 5,696 ft2 Size
  • O6405163 ID

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!

Virtual Tour

Property Details

Property Id: 65834
Price: $2,500,000
Property Size: 5,696 ft2
Property Lot Size: 1 ft2
Rooms: 13
Bedrooms: 5
Bathrooms: 5.5
Architectural Style: Custom, Florida, Other, Mediterranean, Traditional
Bathrooms Full: 5
Bathrooms Half: 1
Bathrooms Total Decimal: 5.5
Builder Name: Robert Heinz/Heinz Group
Building Area Total: 7296
Construction Materials: Block, Concrete, Stucco
Contract Status ChangeDate: 2026-05-07
Cooling: Central Air, Zoned
Covered Spaces: 3
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
Fencing: Fenced, Other, Vinyl
Fireplace Features: Family Room, Gas, Other Room
Flooring: Ceramic Tile, Luxury Vinyl, Tile, Hardwood
Foundation Details: Slab
Garage Spaces: 3
Heating: Central, Electric, Zoned
HighSchool: Olympia High
Laundry Features: In Garage, Inside, Laundry Closet, Laundry Room
Lease Considered YN: 1
Levels: One
List Agent Full Name: Tiffany Pantozzi
List Agent Key: b9fb8d3e5175ad17335374144f781013
List Agent MlsId: 261217705
List OfficeKey: 8b848d1a8a6a982b66efb71ad39ed900
List OfficeMlsId: 261018832
List Office Name: ALIGN REAL ESTATE LLC
Listing Contract Date: 2026-05-07
Listing Id: O6405163
Living Area Source: Builder
Living Area Units: Square Feet
Lot Features: Corner Lot, In County, Landscaped, Oversized Lot
Lot Size Area: 24719
Lot Size Square Feet: 24719
Lot Size Units: Square Feet
MLS Area Major: 34786 - Windermere
Middle Or Junior School: Gotha Middle
Mls Status: Active
Other Structures: Guest House, Outdoor Kitchen
Ownership: Fee Simple
Parcel Number: 172328933705000
Parking Features: Boat, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized, RV Garage
Patio And Porch Features: Covered, Deck, Front Porch, Patio, Rear Porch, Screened
Pool Features: Gunite, Heated, In Ground, Salt Water
Road Frontage Type: Private Road
Road Surface Type: Dirt, Other, Paved
Roof: Shingle
Additional Lease Restrictions: Per Orange County and Town of Windermere Rules and Regulations. Buyer and/or Buyer's Agent shall verify prior to entering into a purchase agreement.
Additional Rooms: Attic, Bonus Room, Den/Library/Office, Family Room, Great Room, Inside Utility, Interior In-Law Suite w/Private Entry
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.
Current Price: 2500000
DPR URL: https://www.workforce-resource.com/dpr/listing/MFRMLS/O6405163?w=Agent&skip_sso=true
DPR URL2: https://www.workforce-resource.com/dpr/listing/MFRMLS/O6405163?w=Customer
Flood Zone Code: x
Garage Dimensions: 40x24
Homestead YN: 1
Lease Restrictions YN: 1
ListOffice Head Office KeyNumeric: 572717474
List Source: RETSUpdate
List Source Original: MATRIX
Minimum Lease: 7 Months
Mls Major Change Type: New Listing
Number Of Septics: 2
Number Of Wells: 1
Open House Count: 1
RealtorInfo: As-Is, Floor Plan Available, See Attachments, Sign
Showing Requirements: 24 Hour Notice, Appointment Only, Listing Agent Must Accompany, ShowingTime
Total Acreage: 1/2 to less than 1
Water Access: Lake - Chain of Lakes
Water Access YN: 1
Water Extras: Skiing Allowed
Water Extras YN: 1
Sewer: Septic Tank
Source System Key: 789720131
Spa eatures: Heated, In Ground
Special Listing Conditions: None
State Or Province: FL
Status Change Timestamp: May 8, 2026 at 12:19am
Street Name: PINE STREET
Tax Annual Amount: 16804
Utilities: Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Connected, Sprinkler Well, Street Lights, Water Connected
View: Pool, Water
Water Body Name: BUTLER CHAIN OF LAKES
Water Source: Public, Well
Window Features: Aluminum Frames, Blinds, Double Pane Windows, Drapes, Rods, Shades, Shutters, Window Treatments
Year Built: 2015
Zoning: SFR

Payment Calculator

$12,817.99
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 9,692.99

Map

Property Address

Address: 105 PINE STREET
State/County:
Zip: 34786
Country: United States

Amenities and Features

Outdoor Details
Garage Attached
Other Features
Accessibility Features
Built-in Features
Built-In Oven
Ceiling Fan(s)
Coffered Ceiling(s)
Convection Oven
Cooktop
Crown Molding
Dishwasher
Disposal
Dryer
Eating Space In Kitchen
Gas Water Heater
Has a View
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Has Pool
High Ceilings
Irrigation System
Kitchen/Family Room Combo
Lighting
Open Floorplan
Open Parking
Outdoor Kitchen
Primary Bedroom Main Floor
Private Mailbox
Rain Gutters
Range
Range Hood
Refrigerator
Sliding Doors
Solid Surface Counters
Solid Wood Cabinets
Spa
Split Bedroom
Stone Counters
Tankless Water Heater
Thermostat
Tray Ceiling(s)
Vaulted Ceiling(s)
Walk-In Closet(s)
Washer
Window Treatments

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105 PINE STREET | O: 912.821.0110. © 2022 YOUR COMPANY NAME. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE, THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY. THE SOURCE OF THE DISPLAYED DATA IS EITHER THE PROPERTY OWNER OR PUBLIC RECORD PROVIDED BY NON-GOVERNMENTAL THIRD PARTIES. IT IS BELIEVED TO BE RELIABLE BUT NOT GUARANTEED. THIS INFORMATION IS PROVIDED EXCLUSIVELY FOR CONSUMERS’ PERSONAL, NON-COMMERCIAL USE. May 8, 2026 at 12:19am

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