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 !!!
Sold for $999,000
$999,000
14343 TILDEN ROAD, WINTER GARDEN, FL 34787
5beds
4,464sqft
Single Family Residence
Built in 1984
0.88 Acres Lot
$985,500 Zestimate®
$224/sqft
$5,139 Estimated rent
Home value
$985,500
$897,000 - $1.08M
$5,139/mo
Zestimate® history
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List your homeWhat's special
Huge covered lanaiFive bedroomsLarge family roomGreat roomUltimate private retreatWood-burning fireplacePrivate one-car garage
Zillow last checked:
Listing updated:
Listed by:
Ronald Ziolkowski 407-592-7653,
RE/MAX PRIME PROPERTIES 407-347-4512
Bought with:
Garrett Turner, 3349413
EXP REALTY LLC
Source: Stellar MLS,MLS#: O6295258
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Family Room, Dining Room, Living Room, Utility Room
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 260 Square Feet
- Dimensions: 20x13
Other
- Features: Walk-In Closet(s)
- Level: First
- Area: 168 Square Feet
- Dimensions: 14x12
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 169 Square Feet
- Dimensions: 13x13
Bedroom 3
- Features: Built-in Closet
- Level: First
- Area: 143 Square Feet
- Dimensions: 13x11
Bedroom 4
- Features: Built-in Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Dinette
- Level: First
- Area: 90 Square Feet
- Dimensions: 10x9
Dining room
- Level: First
- Area: 289 Square Feet
- Dimensions: 17x17
Dining room
- Level: First
- Area: 289 Square Feet
- Dimensions: 17x17
Family room
- Level: First
- Area: 192 Square Feet
- Dimensions: 16x12
Family room
- Level: First
- Area: 324 Square Feet
- Dimensions: 18x18
Great room
- Level: First
- Area: 308 Square Feet
- Dimensions: 22x14
Kitchen
- Level: First
- Area: 99 Square Feet
- Dimensions: 11x9
Kitchen
- Level: First
- Area: 117 Square Feet
- Dimensions: 13x9
Kitchen
- Level: First
- Area: 99 Square Feet
- Dimensions: 11x9
Living room
- Level: First
- Area: 300 Square Feet
- Dimensions: 20x15
Heating
- Central, Electric
Cooling
- Central Air, Zoned
Appliances
- Included: Dishwasher, Microwave, Range, Refrigerator, Washer
- Laundry: Inside
Features
- Ceiling Fan(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Walk-In Closet(s), In-Law Floorplan
- Flooring: Carpet, Ceramic Tile
- Doors: Sliding Doors
- Windows: Window Treatments
- Has fireplace: Yes
- Fireplace features: Family Room, Wood Burning
Interior area
- Total structure area: 6,166
- Total interior livable area: 4,464 sqft
Property
Parking
- Total spaces: 4
- Parking features: Circular Driveway, Garage Faces Side, Parking Pad, RV Access/Parking, Split Garage, Workshop in Garage
- Attached garage spaces: 4
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Exterior features: Irrigation System, Private Mailbox
- Has private pool: Yes
- Pool features: Gunite, In Ground, Screen Enclosure
- Has spa: Yes
- Spa features: In Ground
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 0.88 Acres
- Features: Conservation Area, Landscaped, Oversized Lot
Details
- Parcel number: 102327000000026
- Zoning: A-1
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1984
Utilities & green energy
- Electric: Photovoltaics Third-Party Owned
- Sewer: Septic Tank
- Water: Well
- Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Sprinkler Well
Green energy
- Energy generation: Solar
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: NONE
HOA
- Has HOA: No
Location
- Region: Winter Garden
Financial & listing details
- Price per square foot: $224/sqft
- Tax assessed value: $728,922
- Annual tax amount: $6,474
- Date on market: 4/9/2025
- Cumulative days on market: 9 days
- Listing terms: Cash,Conventional,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 5/9/2025 | Sold | $999,000+0%$224/sqft |
Source:  Stellar MLS #O6295258 Report a problem | ||
| 4/18/2025 | Pending sale | $998,800$224/sqft |
Source: Stellar MLS #O6295258 Report a problem | ||
| 4/9/2025 | Listed for sale | $998,800+92.1%$224/sqft |
Source: Stellar MLS #O6295258 Report a problem | ||
| 2/20/2017 | Sold | $520,000-5.5%$116/sqft |
Source: Public Record Report a problem | ||
| 11/23/2016 | Listed for sale | $550,000+104.5%$123/sqft |
Source: Watson Realty Corp. #O5477744 Report a problem | ||
| 10/8/1997 | Sold | $268,900$60/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $6,475 +7.2% | $417,979 +3% |
| 2023 | $6,039 +3.4% | $405,805 +3% |
| 2022 | $5,839 +1.4% | $393,985 +3% |
| 2021 | $5,757 +1% | $382,510 +1.4% |
| 2020 | $5,702 +1.2% | $377,229 +2.3% |
| 2019 | $5,634 +0.9% | $368,748 +1.9% |
| 2018 | $5,581 | $361,872 -9.2% |
| 2017 | $5,581 +27.2% | $398,450 +2.2% |
| 2016 | $4,387 +0.8% | $390,057 -0.6% |
| 2015 | $4,353 -3% | $392,439 +19.7% |
| 2014 | $4,487 +2% | $327,959 +19.7% |
| 2013 | $4,398 +1% | $274,072 +1.6% |
| 2012 | $4,353 +3% | $269,669 -2.3% |
| 2011 | $4,227 +5% | $276,133 -2% |
| 2010 | $4,024 | $281,667 -7.2% |
| 2009 | -- | $303,678 -17.4% |
| 2008 | $3,722 -1.4% | $367,735 -7.2% |
| 2007 | $3,773 -5.9% | $396,414 +28.6% |
| 2006 | $4,010 +0.8% | $308,236 +8.7% |
| 2005 | $3,979 +4.6% | $283,611 +0.2% |
| 2004 | $3,806 +0.4% | $282,964 0% |
| 2003 | $3,791 +2.8% | $283,016 +3.5% |
| 2002 | $3,689 -1.3% | $273,527 +10.5% |
| 2001 | $3,738 +2.4% | $247,572 +8% |
| 2000 | $3,650 | $229,188 |
Find assessor info on the county website
Neighborhood: 34787
Nearby homes
- $636,2004 bd2 ba2.7k sqft14335 Tilden Rd, Winter Garden, FL 34787Off Market
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- $679,9004 bd3 ba2.2k sqft14340 Tilden Rd, Winter Garden, FL 34787Off Market
- $669,9003 bd2 ba2.1k sqft3036 Weslenn Dr, Winter Garden, FL 34787Off Market
Nearby schools
GreatSchools rating
- 10/10Lake Whitney Elementary SchoolGrades: PK-5Distance: 2.9 mi
- 8/10SunRidge Middle SchoolGrades: 6-8Distance: 2.2 mi
- 7/10West Orange High SchoolGrades: 9-12Distance: 3.2 mi
Schools provided by the listing agent
- Elementary: Lake Whitney Elem
- Middle: SunRidge Middle
- High: West Orange High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$985,500
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$985,500
- Florida
- Orange County
- Winter Garden
- 34787
- 14343 TILDEN ROAD
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