14343 TILDEN, WINTER GARDEN, FL 34787

$998,800

Beds: 5

Baths: 3 Full / 1 Half

Sq. Ft.: 4,464 Sq. Ft.

Year Built: 1984

Lot Size: 0.88 Acres

Garage: 4

Pool: Yes

DOM: 9

Property Overview

Status: Closed

Property Type: Residential

MLS #: 0a5a83ac7b202d7af7b2c47c853b520b

Subdivision: NONE

County: Orange

HOA Fee: N/A

Year Built: 1984

Construction: Block, Stucco

Foundation: Slab

Roof: Shingle

Cooling: Central Air, Zoned

Heating: Central, Electric

Sewer: Septic Tank

Water Source: Well

Zoning: A-1

Tax Amount: $6,474.94 (2024)

Date Sold: May 9, 2025

Sold Price: $999,000

Listed On: Apr 9, 2025

Description

This is a truly rare find—a sprawling, MULTIGENERATIONAL COMPOUND on nearly an acre with no rear neighbors. Offering two homes for the price of one, this well-maintained property features a massive screened-in pool and spa, creating the ultimate private retreat.The main residence boasts FIVE bedrooms and 2.5 bathrooms, with a spacious formal living and dining area, plus a large family room complete with a wood-burning fireplace.Connected by a covered breezeway, the entirely separate one-bedroom, one-bathroom home offers its own full kitchen, great room, and private one-car garage. This unique setup is perfect for aging parents, onsite caretakers, or adult children needing their own space with a private entrance. It also presents an excellent rental opportunity to help offset living expenses.The expansive circular driveway and oversized parking area provide ample room for RVs, boats, or work vehicles—all with no HOA restrictions. 3 car side entry garage and additional 1 car garage for lawn equipment and storage, you never will need anything offsite again ! The meticulously manicured grounds feature mature landscaping, a huge covered lanai, an oversized screened-in pool & spa, and a party deck with a dedicated cabana bath, ensuring an incredible outdoor living experience. Relax by the waterfall and stream at rear of property and enjoy a Florida evening anytime you desire.Adding even more value, the seller will pay off the whole-home solar system at closing, significantly reducing electric costs, while the well water system eliminates monthly water bills. This prime location is just minutes from extensive shopping, dining options, plus highly sought-after K-12 school district. Several private school campuses short distance from your front door. With Disney less than 15 minutes away and easy access to the 429 Expressway, Florida’s Turnpike, and the 408 Expressway, commuting is effortless. Zoned A-1, this property offers endless possibilities at an unbeatable price. Act fast—this exceptional home won’t last long!ROOF IS 2022, AC UNITS 2017, NEWER WATER HEATERS and everything has been meticulously maintained. ZONED A-1 so chickens are allowed !!!

Exterior Features

Irrigation System, Private Mailbox, Sliding Doors

Directions

CR535 to tilden rd to 14343 tilden

School Information

Elementary: Lake Whitney Elem

Middle: SunRidge Middle

High: West Orange High

Location

Get Directions View on Google Maps

Mortgage Estimator

*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.

Listing Information

Provided Courtesy of:

RE/MAX PRIME PROPERTIES

Listing Agent: Ronald Ziolkowski

Information is deemed reliable but not guaranteed. Information provided is 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.

Data last updated: February 17, 2026, 8:33 am UTC

MLS Source: Stellar MLS Copyright © 2026

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