Charming & Spacious Lake-Community Home in Deer Island Welcome to 17556 Deer Isle Circle, a beautifully maintained 4-bed, 3.5-bath residence nestled on over one acre in the gated and highly desirable Deer Island community in Winter Garden. This classic Florida home combines generous living spaces with outdoor appeal — all just minutes from downtown shopping, dining, and parks. Step inside to discover an updated kitchen and an inviting layout that flows effortlessly for everyday living and entertaining. The flexible floor plan includes a detached guest room — perfect as a private space for visitors, a home office, or creative studio. Hardwood accents and plenty of natural light enhance the comfortable interior. Outdoors, enjoy classic Florida living with your own private screened-in pool and expansive grounds, ideal for gatherings, play, and relaxation. The inviting front porch welcomes you home and sets the tone for serene living. Located in a community with lake access to Johns Lake, a boat ramp & fishing pier, and recreational amenities including tennis and basketball courts, this property offers lifestyle and location in one rare package. Whether you’re relaxing at home or exploring all Deer Island has to offer, this home delivers the space, comfort, and opportunity you’ve been looking for.
Sold for $1,175,000
$1,175,000
17556 DEER ISLE CIRCLE, WINTER GARDEN, FL 34787
4beds
3,214sqft
Single Family Residence
Built in 1998
1.03 Acres Lot
$1,183,500 Zestimate®
$366/sqft
$5,207 Estimated rent
Home value
$1,183,500
$1.09M - $1.29M
$5,207/mo
Zestimate® history
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$8,622/mo
Est. payment
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Est. payment
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List your homeWhat's special
Private screened-in poolFlexible floor planHardwood accentsInviting front porchPlenty of natural lightUpdated kitchen
Zillow last checked:
Listing updated:
Listed by:
Kevin Sullivan 321-663-3457,
LAKESIDE REALTY WINDERMERE INC 407-876-5575
Bought with:
Patti-Jo Jungreis, 3128547
ALL REAL ESTATE & INVESTMENTS
Source: Stellar MLS,MLS#: O6332919
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Walk-In Closet(s)
- Level: Second
- Area: 225 Square Feet
- Dimensions: 15x15
Dining room
- Level: First
- Area: 162 Square Feet
- Dimensions: 9x18
Kitchen
- Level: First
- Area: 198 Square Feet
- Dimensions: 11x18
Living room
- Level: First
- Area: 390 Square Feet
- Dimensions: 15x26
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Disposal, Microwave, Range, Refrigerator
- Laundry: Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Crown Molding, Open Floorplan
- Flooring: Carpet, Luxury Vinyl
- Doors: Sliding Doors
- Has fireplace: Yes
- Fireplace features: Family Room
Interior area
- Total structure area: 4,610
- Total interior livable area: 3,214 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Exterior features: Lighting, Sidewalk
- Has private pool: Yes
- Pool features: In Ground, Screen Enclosure
- Waterfront features: Lake, Lake Privileges, Fishing Pier, Skiing Allowed
- Body of water: JOHNS LAKE
Lot
- Size: 1.03 Acres
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 302227202900040
- Zoning: P-D
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, HardiPlank Type, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1998
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Electricity Connected, Street Lights
Community & HOA
Community
- Features: Community Boat Ramp, Dock, Fishing, Lake, Private Boat Ramp, Water Access
- Pet fee: $0 monthly
- Subdivision: DEER ISLAND PH 02
HOA
- Has HOA: Yes
- Amenities included: Basketball Court, Gated, Tennis Court(s)
- HOA fee: $207 monthly
- HOA name: Deer Island HOA / Sentry Management
- HOA phone: 352-243-4595
Location
- Region: Winter Garden
Financial & listing details
- Price per square foot: $366/sqft
- Tax assessed value: $800,621
- Annual tax amount: $9,281
- Date on market: 8/4/2025
- Cumulative days on market: 184 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 2/27/2026 | Sold | $1,175,000-4.1%$366/sqft |
Source:  Stellar MLS #O6332919 Report a problem | ||
| 2/6/2026 | Pending sale | $1,225,000$381/sqft |
Source: Stellar MLS #O6332919 Report a problem | ||
| 12/2/2025 | Price change | $1,225,000-5.8%$381/sqft |
Source: Stellar MLS #O6332919 Report a problem | ||
| 9/15/2025 | Price change | $1,299,999-3.7%$404/sqft |
Source: Stellar MLS #O6332919 Report a problem | ||
| 9/2/2025 | Price change | $1,349,900-3.6%$420/sqft |
Source: Stellar MLS #O6332919 Report a problem | ||
| 8/4/2025 | Listed for sale | $1,400,000+126.4%$436/sqft |
Source: Stellar MLS #O6332919 Report a problem | ||
| 3/24/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 10/11/2018 | Sold | $618,500-1.8%$192/sqft |
Source: Public Record Report a problem | ||
| 9/11/2018 | Pending sale | $629,900$196/sqft |
Source: Owner Report a problem | ||
| 9/9/2018 | Listed for sale | $629,900$196/sqft |
Source: Owner Report a problem | ||
| 9/4/2018 | Pending sale | $629,900$196/sqft |
Source: Owner Report a problem | ||
| 8/24/2018 | Price change | $629,900-1.6%$196/sqft |
Source: Owner Report a problem | ||
| 7/31/2018 | Price change | $639,900+1.7%$199/sqft |
Source: SAND DOLLAR REALTY GROUP INC #O5724282 Report a problem | ||
| 7/27/2018 | Price change | $629,000-0.1%$196/sqft |
Source: Owner Report a problem | ||
| 6/25/2018 | Listed for sale | $629,900+117.2%$196/sqft |
Source: Owner Report a problem | ||
| 1/5/2010 | Sold | $290,000-1.7%$90/sqft |
Source: Public Record Report a problem | ||
| 8/28/2009 | Listed for sale | $294,900+9.2%$92/sqft |
Source: NCI #O4928172 Report a problem | ||
| 8/17/2009 | Sold | $269,950-60.8%$84/sqft |
Source: Public Record Report a problem | ||
| 6/1/2008 | Listing removed | $689,000$214/sqft |
Source: NCI #O4827231 Report a problem | ||
| 2/7/2008 | Listed for sale | $689,000+17.3%$214/sqft |
Source: NCI #O4827231 Report a problem | ||
| 5/12/2006 | Sold | $587,500+880.8%$183/sqft |
Source: Stellar MLS #O4663654 Report a problem | ||
| 7/18/1997 | Sold | $59,900$19/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $9,281 +7.3% | $597,747 +3% |
| 2023 | $8,648 +3.1% | $580,337 +3% |
| 2022 | $8,388 +1.3% | $563,434 +3% |
| 2021 | $8,278 +0.9% | $547,023 +1.6% |
| 2020 | $8,204 -0.1% | $538,484 +1.3% |
| 2019 | $8,217 +13.6% | $531,797 +24.7% |
| 2018 | $7,231 | $426,550 +1.6% |
| 2017 | $7,231 +68.6% | $419,935 +1.8% |
| 2016 | $4,288 +0.6% | $412,516 +2% |
| 2015 | $4,261 -3.1% | $404,455 +11.7% |
| 2014 | $4,397 +2.2% | $362,074 +4.1% |
| 2013 | $4,301 +9.4% | $347,925 +10.9% |
| 2012 | $3,933 +3% | $313,696 +6.6% |
| 2011 | $3,820 +5.1% | $294,211 +0.2% |
| 2010 | $3,635 | $293,757 -25.1% |
| 2009 | -- | $391,968 -22.5% |
| 2008 | $7,892 -0.8% | $505,873 +1.2% |
| 2007 | $7,957 +80.6% | $500,108 +20.9% |
| 2006 | $4,406 +0.4% | $413,521 +28.1% |
| 2005 | $4,390 +4.5% | $322,773 +7.8% |
| 2004 | $4,200 +0.2% | $299,459 +9.6% |
| 2003 | $4,190 +2.6% | $273,338 +2.3% |
| 2002 | $4,082 | $267,301 |
Find assessor info on the county website
Neighborhood: 34787
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Nearby schools
GreatSchools rating
- 9/10Tildenville Elementary SchoolGrades: PK-5Distance: 2.8 mi
- 4/10Lakeview Middle SchoolGrades: 6-9Distance: 3.2 mi
- 7/10West Orange High SchoolGrades: 9-12Distance: 4.7 mi
Schools provided by the listing agent
- Elementary: Tildenville Elem
- Middle: Lakeview 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
$1,183,500
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
$1,183,500
- Florida
- Orange County
- Winter Garden
- 34787
- 17556 DEER ISLE CIRCLE
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