$3,300,000

515 W 2ND AVENUE, Windermere

4

Beds

5.5

Baths

3,966 ft2

Property Size

O6439554

MLS #

About The Property

Experience the extraordinary lifestyle of waterfront living in the heart of historic Windermere. Set on approximately 2/3rd of an acre with an impressive 100 feet of frontage on the renowned Butler Chain of Lakes, This home offers a rare combination of luxury, privacy, space, and direct access to one of Central Florida’s most coveted boating destinations.

This beautifully appointed custom residence offers nearly 4,000 square feet of living space with four bedrooms, soaring ceilings, elegant formal living and dining areas, a spacious kitchen and family room, game room, wet bar, and a thoughtfully designed split-bedroom floor plan. Rich wood and travertine marble flooring, refined architectural details, generous windows bath the main living areas with natural light, and multiple gathering spaces create an atmosphere that is both sophisticated and inviting. A whole house natural gas generator and city water provide peace of mind knowing your family is porotected during the worst Florida storms

The primary suite is a private retreat, featuring a luxurious bath with spa-style amenities, a generous walk-in closet, and a serene connection to the surrounding grounds. The home’s open living spaces are designed for effortless entertaining, while the separate formal areas provide an elegant setting for more intimate occasions.

Outside, the property becomes a private resort. Enjoy the pool and spa surrounded by mature landscaping and expansive outdoor living areas. The private boathouse has a covered boat lift with a “Touchless” Canvas Boat cover that protects your boat from animals and the elements , 2 Jet Ski lifts, Sitting area with fan and mood lighting, Garden hose with city water for cleaning, seawall that has a small beach carved in to allow for playing in the sand of the crystal clear lake, and direct lake access make this an exceptional opportunity for boating, water sports, fishing, and sunset cruises throughout the Butler Chain.

Life here extends beyond the property itself. Located on one of Windermere’s most desirable paved streets, the home is just moments from the charm of historic downtown Windermere, with its tree-lined streets, local shops, restaurants, parks, community amenities, and small-town atmosphere. Residents enjoy the unique privilege of living among the lakes while remaining conveniently connected to Central Florida’s premier dining, shopping, entertainment, and attractions. The Town of Windermere describes its lakes as a beloved community privilege, with the Butler Chain comprising a remarkable network of interconnected waterways.

Whether you’re enjoying coffee overlooking the water, entertaining beside the pool, stepping aboard your boat for an afternoon on the chain, or returning home to the peaceful canopy of mature trees, this home embodies the very best of Windermere lakefront living.

Original house was built in 1961 but completely expanded and remodeled in 2000 – present owner made upgrades in 2023 – call for details

Listing updated: 2026-09-12T16:37:21.173Z

Listed by Realtor: Darrell Nunnelley

Listed by office:  VINTAGE REALTY GROUP LLC

Source: Stellar MLS

Property Details

Listing Id: O6439554
Price: $3,300,000
Property Size: 3,966 ft2
Property Lot Size: 1 ft2
Rooms: 8
Bedrooms: 4
Bathrooms: 5.5
Architectural Style: Ranch
Bathrooms Full: 5
Bathrooms Half: 1
Modification Timestamp: 2026-10-06T21:36:21.814Z
Building Area Total: 5931
Carport Spaces: 1
Community Features: Lake, Public Boat Ramp, Waterfront, Golf Carts OK, Park, Playground, Racquetball, Tennis Court(s)
Construction Materials: Block, Stucco
Cooling: Central Air
CoveredSpaces: 4
CumulativeDaysOnMarket: 31
DaysOnMarket: 31
DirectionFaces: South
ElementarySchool: Windermere Elem
FireplaceFeatures: Family Room
Flooring: Marble, Travertine
FoundationDetails: Slab
Furnished: Unfurnished
GarageSpaces: 3
HighSchool: Olympia High
Laundry Features: Inside, Laundry Room
Levels: One
List AOR: Orlando Regional
List Agent AOR: Orlando Regional
List Agent Email: DarrellSellsRE@gmail.com
List Agent Full Name: Darrell Nunnelley
List Agent MlsId: 261009518
ListOfficeMlsId: 261013034
List Office Name: VINTAGE REALTY GROUP LLC
ListOfficePhone: 407-217-5458
Listing Terms: Cash, Conventional
Living Area Source: Public Records
LotSizeArea: 28894
LotSizeDimensions: 98 x 326
LotSizeSquareFeet: 28894
MLS Area Major: 34786 - Windermere
MiddleOrJuniorSchool: Gotha Middle
MlsStatus: Active
ModificationTimestamp: 2026-09-12T16:37:21.173Z
OnMarketDate: 2026-09-05
Originating System Name: Stellar MLS
Ownership: Fee Simple
Parcel Number: 172328933630260
Parking Features: Garage Faces Side, Golf Cart Garage, Golf Cart Parking, RV Parking
Pets Allowed: Yes
Pool Features: Gunite, Heated, In Ground, Salt Water, Screen Enclosure, Tile
Roof: Tile
Sewer: Septic Tank
Spa Features: Heated, In Ground
State Or Province: FL
Status Change Timestamp: 2026-09-06T01:46:56.453Z
Stories Total: 1
Street Name: 2ND
Street Number: 515
Street Number Numeric: 515
Street Suffix: AVENUE
Tax Annual Amount: 27835.03
Tax Block: 30
Tax Book Number: G-36
Tax Year: 2025
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Underground Utilities, Water Connected
View: Water
Water Source: Canal/Lake For Irrigation
Waterfront Features: Lake, Waterfront, Lake Front, Lake - Chain of Lakes
Window Features: Insulated Windows, Shutters
Year Built: 2000
Zoning: SFR
FeedTypes: IDX
Source System Key: 804843777
OriginalEntryTimestamp: 2026-09-06T01:46:56.453Z
OriginalListPrice: 3300000

Amenities and Features

Outdoor Details
Basketball court
Garage Attached
Other Features
Bar Fridge
Built-in Features
Cathedral Ceiling(s)
Ceiling Fan(s)
Dishwasher
Disposal
Eating Space In Kitchen
Electric Water Heater
Has a View
Has Carport
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Has Pool
Has Waterfront
Irrigation System
Kitchen/Family Room Combo
Lighting
Microwave
Open Floorplan
Outdoor Grill
Primary Bedroom Main Floor
Range
Range Hood
Refrigerator
Solid Surface Counters
Spa
Tankless Water Heater
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)
Water Filtration System
Window Treatments
Wine Refrigerator

Schedule a tour

Sun 15 Nov
Mon 16 Nov
Tue 17 Nov
Wed 18 Nov
Thu 19 Nov
Fri 20 Nov
Sat 21 Nov
Sun 22 Nov
Mon 23 Nov
Tue 24 Nov
In Person
Video Chat
Your information

Map Location

Property Map

Mortgage Calculator

Payment Calculator

$16,919.75
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 12,794.75

Image Gallery

Similar Listings

Similar Listings

1640 WALDEMERE STREET, Sarasota
Residential
Active
$5,400,000

1640 WALDEMERE STREET, Sarasota

MLS #
A4701346
Size
5,270 ft2
Beds:
5
Baths:
5.5
mls_logo
206 S WATERWAY DRIVE NW, Port Charlotte
Residential
Active
$825,000

206 S WATERWAY DRIVE NW, Port Charlotte

MLS #
C7529496
Size
2,479 ft2
Beds:
4
Baths:
2
mls_logo
10698 ROYAL CYPRESS WAY, Orlando
Residential
Active
$899,000

10698 ROYAL CYPRESS WAY, Orlando

MLS #
O6443682
Size
2,311 ft2
Beds:
3
Baths:
3
mls_logo

Disclaimer

Property ID - | 901609

All listings featuring of Stellar MLS are provided by Stellar MLS. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by MLS.

©2026 Stellar MLS All rights reserved.

Compare Listings

Janet Richmond
Check Pricing