Surrounded by glistening lakes and shaded by towering oaks, Windermere offers an unbeatable blend of natural beauty and small-town charm. Friendly neighbors, golf cart-friendly streets, and walkability to cafes, shops, parks, and a local brewery make everyday living feel like a getaway. Enjoy sandy beaches, tennis and pickleball courts, and easy access to kayaking, fishing, and boating on the renowned Butler Chain of Lakes. With no HOA dues and a dedicated police department ensuring peace of mind, Windermere is more than a place to live—it’s a lifestyle. Don’t miss this rare opportunity to own a stunning home in one of Windermere’s most coveted locations. Recently updated with soaring ceilings, expansive windows, and a striking floating staircase, this residence perfectly blends modern design with everyday comfort. The brand-new kitchen and bathrooms elevate the interior, while the detached guest house and resort-style pool make it ideal for entertaining or extended stays. A true gem offering luxury, flexibility, and timeless appeal.
For sale
Price cut: $100K (5/19)
$2,499,000
409 W 2nd Ave, Windermere, FL 34786
5beds
4,688sqft
Est.:
Single Family Residence
Built in 1995
0.51 Acres Lot
$2,342,300 Zestimate®
$533/sqft
$-- HOA
What's special
- 145 days
- on Zillow |
- 1,039 |
- 59 |
Zillow last checked: 7 hours ago
Listing updated: August 04, 2025 at 01:23pm
Listing Provided by:
Amanda Black 407-616-0140,
UPSIDE REAL ESTATE INC 407-308-5750,
Judy Black 407-810-1803,
UPSIDE REAL ESTATE INC
Source: Stellar MLS,MLS#: O6290296
Originating MLS: Orlando Regional

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Attic, Bonus Room, Den/Library/Office, Family Room, Dining Room, Living Room, Storage Rooms
Primary bedroom
- Features: Dual Sinks, En Suite Bathroom, Garden Bath, Makeup/Vanity Space, Walk-In Closet(s)
- Level: First
- Area: 288 Square Feet
- Dimensions: 18x16
Bedroom 2
- Features: Ceiling Fan(s), En Suite Bathroom, Tub With Shower, Built-in Closet
- Level: First
- Area: 216 Square Feet
- Dimensions: 18x12
Bedroom 3
- Features: Built-in Features, Dual Sinks, Jack & Jill Bathroom, Shower No Tub, Built-in Closet
- Level: Second
- Area: 192 Square Feet
- Dimensions: 16x12
Bedroom 4
- Features: Ceiling Fan(s), Built-in Features, Jack & Jill Bathroom, Shower No Tub, Built-in Closet
- Level: Second
- Area: 192 Square Feet
- Dimensions: 16x12
Balcony porch lanai
- Features: Ceiling Fan(s)
- Level: First
- Area: 900 Square Feet
- Dimensions: 45x20
Den
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Dinette
- Level: First
- Area: 96 Square Feet
- Dimensions: 8x12
Dining room
- Features: Built-In Shelving
- Level: First
- Area: 204 Square Feet
- Dimensions: 17x12
Family room
- Features: Built-In Shelving
- Level: First
- Area: 672 Square Feet
- Dimensions: 28x24
Kitchen
- Features: Built-In Shelving, Pantry
- Level: First
- Area: 210 Square Feet
- Dimensions: 15x14
Living room
- Features: Built-In Shelving
- Level: First
- Area: 204 Square Feet
- Dimensions: 17x12
Heating
- Central, Natural Gas, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Chair Rail, Crown Molding, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s), In-Law Floorplan
- Flooring: Luxury Vinyl, Porcelain Tile
- Doors: French Doors, Outdoor Grill, Outdoor Kitchen, Outdoor Shower
- Windows: Tinted Windows
- Has fireplace: Yes
- Fireplace features: Family Room, Wood Burning
Interior area
- Total structure area: 6,252
- Total interior livable area: 4,688 sqft
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Boat, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized, RV Access/Parking
- Attached garage spaces: 3
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 36x21
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Deck, Front Porch, Patio, Rear Porch
- Exterior features: Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain Gutters
- Has private pool: Yes
- Pool features: Gunite, Heated
- Has spa: Yes
- Spa features: Heated, In Ground
- Fencing: Fenced,Vinyl
- Has view: Yes
- View description: Pool, Trees/Woods
- Waterfront features: Lake, Waterfront, Lake Privileges, Fishing Pier
- Body of water: LAKE BUTLER
Lot
- Size: 0.51 Acres
- Dimensions: 160 x 140
- Features: Corner Lot, City Lot
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Additional structures: Guest House, Outdoor Kitchen
- Parcel number: 172328933604111
- Zoning: SFR
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1995
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected
Community & HOA
Community
- Features: Community Boat Ramp, Dock, Fishing, Lake, Water Access, Waterfront, Golf Carts OK, Park, Playground, Restaurant, Tennis Court(s)
- Subdivision: WINDERMERE TOWN
HOA
- Has HOA: No
- Pet fee: $0 monthly
Location
- Region: Windermere
Financial & listing details
- Price per square foot: $533/sqft
- Tax assessed value: $1,151,070
- Annual tax amount: $13,676
- Date on market: 3/17/2025
- Listing terms: Cash,Conventional,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
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