
17556 Deer Isle Cir Winter Garden, FL 34787
Estimated payment $8,608/month
Highlights
- Fishing Pier
- Screened Pool
- 1.03 Acre Lot
- West Orange High School Rated A
- Gated Community
- Open Floorplan
About This Home
Welcome to 17556 Deer Isle Circle in the gated community of Deer Island. This beautifully maintained 4-bedroom, 3.5-bath home sits on over an acre and features an inviting front porch, an updated kitchen, and a private screened-in pool—perfect for Florida living. The flexible layout includes a detached guest room, ideal for visitors, a home office, or studio space. Enjoy the privacy and space of your large lot while also taking advantage of Deer Island’s fantastic amenities: a private boat ramp, fishing pier, lake access to Johns Lake, tennis and basketball courts. This rare opportunity offers the best of both comfort and recreation in one of Winter Garden’s most desirable lakefront communities.
Listing Agent
LAKESIDE REALTY WINDERMERE INC Brokerage Phone: 407-876-5575 License #677068 Listed on: 08/04/2025

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $9,281
Year Built
- Built in 1998
Lot Details
- 1.03 Acre Lot
- North Facing Home
- Mature Landscaping
- Landscaped with Trees
- Property is zoned P-D
HOA Fees
- $207 Monthly HOA Fees
Parking
- 2 Car Attached Garage
Home Design
- Bi-Level Home
- Slab Foundation
- Shingle Roof
- Block Exterior
- HardiePlank Type
- Stucco
Interior Spaces
- 3,214 Sq Ft Home
- Open Floorplan
- Built-In Features
- Crown Molding
- Ceiling Fan
- Sliding Doors
- Family Room with Fireplace
- Living Room
- Dining Room
- Laundry Room
Kitchen
- Cooktop
- Microwave
- Dishwasher
- Disposal
Flooring
- Carpet
- Luxury Vinyl Tile
Bedrooms and Bathrooms
- 4 Bedrooms
Pool
- Screened Pool
- In Ground Pool
- Fence Around Pool
Outdoor Features
- Fishing Pier
- Access To Lake
- Water Skiing Allowed
- Exterior Lighting
Additional Homes
- Accessory Dwelling Unit (ADU)
Schools
- Tildenville Elementary School
- Lakeview Middle School
- West Orange High School
Utilities
- Central Heating and Cooling System
- Well
- Septic Tank
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 4
- Assessor Parcel Number 30-22-27-2029-00-040
Community Details
Overview
- Deer Island HOA / Sentry Management Association, Phone Number (352) 243-4595
- Visit Association Website
- Deer Island Ph 02 Subdivision
Recreation
- Tennis Courts
- Community Basketball Court
Security
- Gated Community
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2025 | $9,281 | $615,082 | -- | -- |
2024 | $8,648 | $615,082 | -- | -- |
2023 | $8,648 | $580,337 | $0 | $0 |
2022 | $8,388 | $563,434 | $0 | $0 |
2021 | $8,278 | $547,023 | $0 | $0 |
2020 | $7,876 | $538,484 | $160,000 | $378,484 |
2019 | $8,217 | $531,797 | $150,000 | $381,797 |
2018 | $7,231 | $426,550 | $125,000 | $301,550 |
2017 | $4,288 | $419,935 | $125,000 | $294,935 |
2016 | $4,261 | $412,516 | $125,000 | $287,516 |
2015 | $4,333 | $404,455 | $125,000 | $279,455 |
2014 | $4,397 | $362,074 | $90,000 | $272,074 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
08/04/2025 08/04/25 | For Sale | $1,400,000 | +126.4% | $436 / Sq Ft |
09/25/2018 09/25/18 | Sold | $618,500 | -1.8% | $192 / Sq Ft |
09/20/2018 09/20/18 | Pending | -- | -- | -- |
09/10/2018 09/10/18 | For Sale | $629,900 | 0.0% | $196 / Sq Ft |
09/02/2018 09/02/18 | Pending | -- | -- | -- |
08/24/2018 08/24/18 | Price Changed | $629,900 | -90.2% | $196 / Sq Ft |
07/31/2018 07/31/18 | For Sale | $6,399,000 | -- | $1,991 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | $618,500 | Fidelity National Title Of F | |
Special Warranty Deed | $290,000 | New House Title Llc | |
Trustee Deed | $269,950 | Attorney | |
Trustee Deed | -- | Attorney | |
Special Warranty Deed | -- | New House Title Llc | |
Warranty Deed | $587,500 | First Federal Title Of Fl | |
Warranty Deed | $59,900 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $482,000 | New Conventional | |
Closed | $61,800 | Credit Line Revolving | |
Closed | $432,950 | New Conventional | |
Previous Owner | $232,000 | New Conventional | |
Previous Owner | $111,750 | Credit Line Revolving | |
Previous Owner | $417,000 | Fannie Mae Freddie Mac | |
Previous Owner | $223,000 | New Conventional | |
Previous Owner | $37,000 | New Conventional |
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Source: Stellar MLS
MLS Number: O6332919

APN: 30-2227-2029-00-040
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