
$1,100,000
100 Island WayWinter Haven, FL 33884
Listing updated: October 29, 2026 at 6:48 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Flood zone
About this home
Discover timeless elegance and waterfront living at 100 Island Way, a distinctive custom estate nestled within the gated community of Orchid Springs. Situated on approximately 1.29 acres of beautifully landscaped grounds overlooking Lake Lewis, this remarkable residence offers 4,179 square feet of living space, 4 bedrooms, 4 full bathrooms, 2 half bathrooms, and a detached artist's studio. Originally built in 1969, this one-of-a-kind home showcases exceptional architectural character, featuring natural coral rock sourced from Coral Gables, rich wood accents, custom built-ins, and thoughtfully designed living spaces. A grand circular driveway and expansive porte-cochère create an impressive entrance, welcoming you into a home filled with warmth, charm, and picturesque garden and lake views. At the heart of the residence is a stunning chef's kitchen, beautifully transformed in 2021 with an approximately $200,000 renovation. Featuring custom solid wood cabinetry, premium quartz countertops, a Wolf gas range, oversized Sub-Zero refrigerator, matching wine refrigerator, and a dedicated coffee and wine bar, this exceptional space is designed for both everyday living and entertaining. Two spacious primary suites, a private home office, and a library area provide comfort and versatility, while distinctive architectural details, including exotic redwood floating vanities, natural wood veneer accents, and custom sliding doors, add character throughout. The detached artist's studio offers additional flexible space, ideal for creative pursuits, a private workspace, or a personal retreat. An unexpected second-floor reading or drafting room, accessible by a spiral staircase, adds to the property's unique charm. Step outside into your own private Florida oasis, where lush tropical gardens, brick-lined courtyards, and expansive verandas create inviting spaces for relaxation and entertaining. Enjoy breathtaking waterfront views and a private dock on Lake Lewis, perfect for fishing, canoeing, or simply unwinding while watching the sunset. Notable improvements include the 2021 kitchen renovation, wood-look ceramic tile flooring installed in 2020, several remodeled bathrooms, four A/C units replaced in 2018, plumbing updates, refreshed exterior paint, and updated dock decking. Blending timeless craftsmanship, modern comforts, and serene waterfront surroundings, 100 Island Way presents a rare opportunity to own a truly distinctive Florida estate. Experience the beauty, privacy, and character of this exceptional property. Schedule your private showing today!
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveOct 28, 2026
- Listed$1,100,000Oct 28, 2026
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Florida Hlnd Companys Sub
- County
- Polk
- Year built
- 1969
- Living area
- 4,179 sq ft
- Price/sq ft
- $263
- Lot size
- 56,066 sq ft
- Lot category
- 1 to less than 2
- Flood zone
- X (12105C0368G)
- Annual taxes
- $9,656 (2025)
- Parcel #
- 26-28-36-000000-033060
- Zoning
- PUD
- MLS #
- O6452572
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 4
- Half bathrooms
- 2
- Flooring
- Carpet, Ceramic Tile
- Appliances
- Built-In Oven, Convection Oven, Dishwasher, Dryer, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
- Interior features
- Built-in Features, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
- Laundry
- Inside
- Stories / Levels
- Two
- Direction faces
- Northwest
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air, Attic Fan
Parking
- Garage spaces
- 0
- Parking features
- Circular Driveway, Portico
- Carport
- Yes
HOA & Financial
- HOA fee
- $1,575 / Annually
- Monthly HOA
- $131/mo
- Total monthly fees
- $131/mo
- Total annual fees
- $1,575
- HOA name
- Orchid Springs Estate Property Owners Association
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Rent
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- No
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer and buyer's agent to verify all information
Exterior & Construction
- Exterior features
- Balcony, Courtyard, Outdoor Kitchen, Storage
- Construction materials
- Block, Stone
- Roof
- Concrete, Tile
- Foundation
- Slab
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Septic Tank
- Water source
- Public, Well
- Utilities
- Cable Available, Electricity Connected, Natural Gas Connected
Community
- Pets allowed
- Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | ||
| Primary Bedroom | ||
| Kitchen | ||
| Living Room | ||
| Dining Room | ||
| Office | ||
| Library |
Listing Details
- Listing date
- 2026-10-23
- On market date
- 2026-10-28
- Original list price
- $1,100,000
- Occupant type
- Owner
- MLS area
- 33884 - Winter Haven / Cypress Gardens
- Listing AOR
- Orlando Regional
- Status changed
- 2026-10-28
- Tax legal description
- BEG 755.7 FT S & 252.15 FT OF NW COR SEC RUN N 05 DEG 19 MIN E 106.55 FT N 28 DEG 06 MIN E 41.56 FT ELY ALONG CURVE 111.98 FT S 68 DEG 28 MIN E 142.27 FT S 28 DEG 37 MIN W 341.86 FT N 38 DEG 19 MIN W 133.52 FT N 17 DEG 11 MIN W 69.16 FT TO POB
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From Overlook Drive, turn south onto Orchid Springs Drive. Enter the gated community and turn left onto Island Way. 100 Island Way will be the first home on the right.
Property sale history
Public records100 ISLAND WAY, WINTER HAVEN 33884
- Feb 2024$855,000
4,179 sq ft · Built 1969 · 1.2871 acres
Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of October 29, 2026 at 6:48 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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