515 2nd Avenue, FL515 2nd Avenue, FL515 2nd Avenue, FL
Stellar MLS
1 / 74

$3,300,000

515 2nd Avenue

Windermere, FL 34786

Listing updated: September 6, 2026 at 1:01 AM ET

Active
Stellar MLSListing courtesy of Vintage Realty Group Llc · Darrell Nunnelley · MLS #O6439554 · Active · 407-217-5458
4
Beds
6
Baths
3,966
Sq Ft
0.66
Acres
1961
Built
WaterfrontWater accessPrivate poolFireplace3-car garage$832/sqft
Single Family Residence

Property type

1961

Year built

28,894 sqft

Lot size

$832

Price / sq ft

No HOA

HOA dues

0

Days on market

3

Garage spaces

X*

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$16,687
Property taxes$2,320
Home insurance (est.)$1,513

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 history0 days on market

  1. Status: Active
    Sep 6, 2026
  2. Listed$3,300,000
    Sep 5, 2026
  3. Price increased$3,300,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Windermere Town
County
Orange
Year built
1961
Living area
3,966 sq ft
Price/sq ft
$832
Building area
5,931 sq ft (Public Records)
Lot size
28,894 sq ft
Lot category
1/2 to less than 1
Flood zone
X* (12095C0385F)
Garage
3 spaces
Pool
Private pool
Annual taxes
$27,835 (2025)
Parcel #
17-23-28-9336-30-260
Zoning
SFR
MLS #
O6439554

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Interior Details

Bedrooms
4
Full bathrooms
5
Half bathrooms
1
Flooring
Marble, Travertine
Appliances
Bar Fridge, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Water Filtration System, Wine Refrigerator
Interior features
Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry
Inside, Laundry Room
Stories / Levels
One
Direction faces
South
Fireplace
Yes

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
3
Attached garage
Yes
Parking features
Garage Faces Side, Golf Cart Garage, Golf Cart Parking, RV Access/Parking
Carport
Yes

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Homestead exemption
Yes
Min lease term
No Minimum
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Basketball Court, Lighting, Outdoor Grill
Construction materials
Block, Stucco
Roof
Tile
Foundation
Slab
Pool
Private pool
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Paved

Utilities

Sewer
Septic Tank
Water source
Canal/Lake For Irrigation
Utilities
Cable Connected, Electricity Connected, Natural Gas Connected, Underground Utilities, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryAWindermere ElemGreatSchools ↗
MiddleBGotha MiddleGreatSchools ↗
High SchoolAOlympia HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Primary BathroomFirst
Primary BedroomFirst
Bedroom 2First
Bedroom 3First
Bedroom 4First
Family RoomFirst
Living RoomFirst
KitchenFirst

Listing Details

Listing date
2026-09-05
On market date
2026-09-05
Original list price
$3,300,000
Occupant type
Owner
MLS area
34786 - Windermere
Listing AOR
Orlando Regional
Status changed
2026-09-06
Tax legal description
PLAT OF WINDERMERE G/36 LOT 26C & BEG NWCOR LOT 27C RUN E 0.41 FT SLY 302.28 FTTO POINT ON S LINE OF LOT 27C 4.8 FT NELY FROM SW COR THEREOF TH SWLY 4.8 FT TOSW COR SAID LOT 27C TH NLY 302.64 FT TOPOB (LESS BEG NW COR LOT 26C RUN E 0.86FT ALONG N LIN E LOT 26C TH SLY 326.44 FT TO PT ON S LINE LOT 26C 5.5 FT NELY FROM SW COR SD LOT 26C TH SWLY 5.5 FT TO SW COR SD LOT 26C TH RUN NLY 328.69 FT TOPOB) & S 30 FT VAC ST ON N LOT 26C

Flood risk

Zone X*FEMA Zone X*Panel 12095C0385F

See FEMA for this zone’s designation and insurance requirements.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Maguire / Main St to 2nd Avenue go West to the home

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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 September 6, 2026 at 1:01 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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