17556 DEER ISLE CIRCLE Winter Garden, FL $ 1,225,000
17556 DEER ISLE CIRCLE
$ 1,225,000
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17556 DEER ISLE CIRCLE

Winter Garden, FL, 34787
$ 1,225,000
Bedrooms4 Baths3.1 Sq 3,214

Monthly Estimate*

$ 7,543

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Single Family Home for sale in Winter Garden, FL

for $1,225,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,214 square foot home was built in 1998 on a lot size of 1.03.

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.

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Single Family Active

Price

$ 1,225,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 9,281

Style

Single Family Residence

Lot Size

1.03

Year Built

1998

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

O6332919

Features
General
Sewer Septic Tank
Heating Central
Cooling Central Air
Utilities Electricity Connected Street Lights
Roof Shingle
Appliances Cooktop Dishwasher Disposal Microwave Range Refrigerator
Zoning P-D
HOA Fee 1240
Garage Spaces 2
Pool Features In Ground Screen Enclosure
Construction Materials Block HardiPlank Type Stucco
Pets Allowed Yes
Year Built 1998
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Waterfront Features Lake
Community Features Community Boat Ramp Dock Fishing Lake Private Boat Ramp Water Access
Assoc Fee Paid Per Semi-Annually
County Orange
New Construction false
Property Type Residential
Association Amenities Basketball Court Gated Tennis Court(s)
Attached Garage true
Subdivision Name DEER ISLAND PH 02
Facing Direction North
Garage Y/N true
Total Rooms 4
Full Baths 3
Status Active
Directions Heading North on Florida Turnpike take exit 272 for FL-50 W toward Clermont. Turn left onto State Rte 50 W/W Colonial Dr. Turn left onto Deer Isle Dr. Turn left onto Deer Isle Circle. Home is on the right.
High School West Orange High
City WINTER GARDEN
Body of Water JOHNS LAKE
Association Name Deer Island HOA / Sentry Management
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Acres
Lot Size Square Feet 44851
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Tildenville Elem
Land Lease Y/N false
Tax Annual Amount 9281
Middle/Junior High School Lakeview Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6332919
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 4
Legal Description DEER ISLAND PHASE 2 29/136 LOT 4
Water Access Type Lake
Minimum Lease 8-12 Months
Water Access Y/N true
Monthly HOA Amount 206.67
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Built-in Features Ceiling Fan(s) Crown Molding Open Floorplan
Flooring Carpet Luxury Vinyl
Fireplace Features Family Room
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Laundry Room
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities Lighting Sidewalk Sliding Doors
Vegetation Mature Landscaping Trees/Landscaped
Water Source Well
Lot Size Area 1.0296
Foundation Details Slab
Building Area Total 4610
Lot Size Acres 1.03
Road Surface Type Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Responsibility Private Maintained Road
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* Excluded Features
List By
Lakeside Realty Windermere Inc

Broker

ksullivan866@gmail.com

Email

Affordability Calculator

$8,316
Per Month
91%
9%
0%
Monthly Principal & Interest
$7,543
Monthly Property Taxes
$773
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
West Orange High High School High School
Pricing History
DatePricePrice ChangeDescription
12/19/2025$1,225,000 Listed Price

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17556 DEER ISLE CIRCLE, Winter Garden, FL, 34787 is a Single Family Home for sale at $1,225,000 with 3,214 sqft and a lot size of 1.03. 17556 DEER ISLE CIRCLE has 4 bedrooms, 3.1 baths, and was built in 1998. The property's zip code is 34787 which is in Winter Garden, FL