14343 Tilden Rd, Winter Garden, FL 34787
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Home Description
Under contract-accepting backup offers. 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 !!!
- Elementary School: Lake Whitney Elem
- Middle School: SunRidge Middle
- High School: West Orange High
- Private Pool: True
- Pool Features: Gunite,In Ground,Screen Enclosure
- Spa Features: In Ground
- Interior Features: Ceiling Fans(s),Kitchen/Family Room Combo,Primary Bedroom Main Floor,Walk-In Closet(s),Window Treatments
- Appliances: Dishwasher,Microwave,Range,Refrigerator,Washer
- Fireplace Desc: Family Room,Wood Burning
- Floor Covering: Carpet,Ceramic Tile
- Additional Rooms: Family Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Interior In-Law Suite w/Private Entry
- Exterior Features: Irrigation System,Private Mailbox,Sliding Doors
- Exterior Contruction: Block,Stucco
- Foundation: Slab
- Front Exposure: South
- Roof: Shingle
- Green Energy Generation: Solar
- Building Sqft: 6166
Approximate Room Sizes / Descriptions
| Family Room | 18x18 | First | |
| Kitchen | 13x9 | First | |
| Family Room | 16x12 | First | |
| Living Room | 20x15 | First | |
| Dinette | 10x9 | First | |
| Great Room | 22x14 | First | |
| Dining Room | 17x17 | First | |
| Kitchen | 11x9 | First | |
| Dining Room | 17x17 | First | |
| Kitchen | 11x9 | First | |
| Bedroom 2 | 13x13 | First | |
| Primary Bedroom 2 | 14x12 | First | |
| Bedroom 3 | 13x11 | First | |
| Bedroom 4 | 12x11 | First | |
| Primary Bedroom | 20x13 | First | |
- Attached Garage: True
- Garage: True
- Garage Spaces: 4
- Garage Feature: Circular Driveway,Garage Faces Side,Parking Pad,RV Parking,Split Garage,Workshop in Garage
- Carport: False
- Carport Spaces: 0
- Air Conditioning: Central Air,Zoned
- Heating: Central,Electric
- Utilities: BB/HS Internet Available,Cable Connected,Electricity Connected,Sprinkler Well
- Lot Sqft: 38500.00
- Lot Acres: 0.8800
- Total Acre: 1/2 to less than 1
- Lot Num: 26
- Style: Single Family Residence
- Location: Conservation Area,Landscaped,Oversized Lot,Paved
- Building Num Floors: 1
- Pets Allowed: Yes
- Pet Restrictions: ZONED A-1
- : 407-347-4512
Neighborhood
The average asking price of a 5 bedroom Winter Garden home in this zip code is
$1,123,091 (12.4% more than this home).
This home is priced at $224/sqft,
which is 31.3% less than similar homes
in the 34787 zip code.
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Financial
- Approx Payment:$4,859*
- Taxes:$6,475
Area Stats
These statistics are updated daily from the My Florida Regional MLS. For further analysis or
to obtain statistics not shown below please call EasyStreet Realty at
(407) 278-2057 and speak with one of our real estate consultants.
Popular Homes
$513,557
$440,000
139
1.4%
44.6%
82
$537,983
$479,450
546
1.6%
45.2%
91
$849,856
$649,946
24
0.0%
54.2%
78
$443,549
$422,500
110
1.8%
43.6%
68
$1,292,580
$1,004,500
50
0.0%
44.0%
94
$687,769
$687,500
20
0.0%
45.0%
267
$933,720
$704,450
30
0.0%
30.0%
42
$580,636
$495,000
746
0.5%
48.7%
80
$1,016,028
$637,445
16
0.0%
50.0%
63
$483,196
$404,000
259
1.9%
55.2%
86
$446,991
$425,990
71
0.0%
31.0%
95
$515,373
$445,000
2439
1.7%
48.1%
103
$752,032
$555,950
222
1.4%
47.3%
70
$903,610
$599,900
85
2.4%
55.3%
84
$557,978
$534,990
133
0.8%
41.4%
82
$1,521,942
$1,106,062
54
0.0%
42.6%
130
$532,828
$489,994
180
1.7%
52.2%
80
$688,611
$499,900
3028
1.4%
48.9%
80
$729,751
$649,000
197
1.0%
43.1%
71
$327,407
$314,990
283
1.1%
55.1%
121
$1,870,675
$1,125,000
107
0.9%
55.1%
162
$606,686
$465,430
181
1.1%
67.4%
209
$527,388
$415,000
387
1.0%
51.7%
96
$608,052
$450,920
111
0.9%
48.6%
77
$2,091,340
$1,299,000
293
0.3%
45.4%
98
$1,256,413
$735,000
321
0.3%
46.1%
83
$660,936
$510,000
142
0.7%
47.9%
72
Listing Courtesy of RE/MAX PRIME PROPERTIES.
14343 Tilden Rd, Winter Garden FL is a single family home of 4464 sqft and
is currently priced at $998,800
.
This single family home has 5 bedrooms.
A comparable home for sale at 5278 Citrus Leaf Blvd in Winter Garden is listed at $937,015.
In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures
in Winter Garden, FL.
Hickory Hammock, Winter Garden Shores and Windward Cay are nearby neighborhoods.
MLS O6295258 has been posted on this site since 4/9/2025 (today).
2025
4/29/2025.