515 W 2ND AVENUE, Windermere, FL 34786
Property image
Property image
FOR SALE
3D VIEW
0.66 ACRES

$3,300,000

  • 4 Beds
  • 5.5 Baths
  • 3,966 sqft (on 0.66 acres)

515 W 2ND AVENUE, Windermere, FL 34786

Est. Mortgage $23,444/mo*
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We estimate this home will sell faster than 96% nearby.

Home Highlights

Single-Family Home
Built in 2000
0.66 acre lot
$832/sqft
3 Car Garage

Local Information

  • Map ViewExplore the area around 515 W 2ND AVENUE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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
Last check for updates: about 8 hours ago
Listing Provided by: Darrell Nunnelley, (407) 467-8069
VINTAGE REALTY GROUP LLC, (407) 217-5458
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6439554
Also Listed on Stellar MLS.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
We estimate this home will sell faster than 96% nearby.

Home Details for 515 W 2ND AVENUE

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Primary Bathroom, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3966 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Underground Utilities, Water ConnectedAppliances: Bar Fridge, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Water Filtration System, Wine RefrigeratorDishwasherDisposalLaundry: Inside,Laundry RoomMicrowaveRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family RoomSpa: Heated, In GroundHas a FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Window TreatmentsDoor: Outdoor GrillFlooring: Marble, Travertine
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Marble, Travertine
View
Has a ViewView: Water, Lake

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Rear Porch, ScreenedOther Structures: Boat HouseExterior: Basketball Court, Irrigation System, Lighting, Outdoor GrillFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Carport Spaces: 1Number of Covered Spaces: 4Other Parking: Garage Dimensions: 33x24Has a CarportHas a GarageHas an Attached GarageParking Spaces: 4Parking: Garage Faces Side,Golf Cart Garage,Golf Cart Parking,RV Access/Parking
Pool
Pool: Gunite, Heated, In Ground, Salt Water, Screen Enclosure, TilePool
Frontage
WaterfrontWaterfront: Lake, Waterfront, Lake Front, Lake - Chain of Lakes, Lake Privileges, Sailboat Water, Seawall, Skiing AllowedResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedOn Waterfront
Water & Sewer
Sewer: Septic TankWater Body: LAKE BUTLER

Days on Market

Cumulative Days on Market: 7Days on Market: 11

Property Information

Year Built
Year Built: 2000
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Block, StuccoNot a New ConstructionNot Attached PropertyNo Additional Parcels
Property Information
Parcel Number: 172328933630260

Price & Status

Price
List Price: $3,300,000Price Per Sqft: $832

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: WINDERMERECommunity: WINDERMERE TOWN
School Information
Elementary School: Windermere ElemJr High / Middle School: Gotha MiddleHigh School: Olympia High

Agent Information

Listing Agent
Listing ID: O6439554

Building

Building Area
Building Area: 5931 Square Feet

Community

Community Features: Lake, Public Boat Ramp, Waterfront, Golf Carts OK, Park, Playground, Racquetball, Tennis Court(s)Not Senior Community
Other
Playground

HOA

Association for this Listing: Orlando RegionalNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 0.66 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6439554Water ViewWater View: Water, LakeShowing Requirements: Appointment OnlyUniversal Property Id: US-12095-N-172328933630260-R-N

Additional Information

LakePublic Boat RampWaterfrontGolf Carts OKParkPlaygroundRacquetballTennis Court(s)

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Windermere

At least 271 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 92 % Say there are sidewalks

  • 87 % Say car is needed

  • 87 % Say parking is easy

  • 81 % Say people would walk alone at night

  • 80 % Say it's quiet

  • 80 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 75 % Say streets are well-lit

  • 64 % Say yards are well-kept

  • 60 % Say they plan to stay for at least 5 years

  • 59 % Say it's walkable to grocery stores

  • 56 % Say there's wildlife

  • 55 % Say it's walkable to restaurants

  • 54 % Say neighbors are friendly

  • 40 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Anjalique Creative Concepts
    "We’ve lived in this area for 5 years and absolutely love it! The people in the community are always friendly, welcoming and supportive of one another. All the surrounding neighborhoods are well maintained and there are always organized activities in the community that makes it fun to meet new residents moving in."
    0
    Flag
  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
    0
    Flag
  • Valentina
    "Trick or treating is big but it’s more about small groups of neighbors doing things together rather than large activities in the entire neighborhood."
    0
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  • Juliana Daurio
    "I moved to Windermere in 2004. When my kids were 3 and 4. This feels like home since then. Now that my kids are gone I see no need to move. I have many nice neighbors and enjoy everything that this area has to offer. "
    0
    Flag
  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
    0
    Flag
  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
    0
    Flag
  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
    0
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  • Datylberman
    "I work at home so I’m not versed in the commute anywhere.many people in Windermere work at hone also.friends who work downtown are happy with their commute."
    0
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  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
    0
    Flag
  • Garrett Hendrickson
    "Some home owners don’t want neighbors dogs to relieve themselves in their yard. This is even if you clean up after your pet. "
    0
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  • Ngandhi62
    "Great areas to walk dogs and great puppy parks. Very close convenient veterinarians and pet supply stores. There are also many pet owners in area, therefore a nice social community is created."
    5
    Flag
  • Sean H.
    "It is a very pet friendly neighborhood. And has many fenced in dog areas and 90% of people are respectful enough to clean up after their dogs."
    3
    Flag
  • Limegreenlilo
    "Quiet & neighbors look out for one another. We have a FB page for residents to help each other out. I have been a resident ten years and love living here. HOA is good and they keep everything nice."
    0
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  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
    3
    Flag
  • Carylpalmerini17
    "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
    3
    Flag
  • Shariel A.
    "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
    1
    Flag
  • Msldancer
    "See lots of dogs in the area, most are very social. But I do not like that some owners do not put their dogs on leashes, they also then get mad when you come by even though you’re dog is leashes as it should be."
    2
    Flag
  • Mckenziejl
    "They would like the many trails and dog parks. Most of the neighborhoods are not gated or man guarded, so you can easily move in and out of them. Each neighborhood is unique and wherher you're going for walk with or without you pet, the time would be enjoyable."
    0
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  • Jessica
    "30min or less to get to any of the central Florida locations. Some locations can even see fireworks. Traffic can be a little heavy during the am/pm rush but nothing super crazy."
    2
    Flag
  • Stephanie F.
    "Easy to get to Disney. I work on Disney property. High traffic during rush hour times. Very quick during non peak rush hour times. "
    1
    Flag
  • Afanador713
    "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
    0
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  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
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  • David M.
    "I’ve lived in Windermere for 3+ years and absolutely love it! Great schools, homes and atmosphere! Wouldnt live in any other neighborhood! "
    0
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  • Jessica
    "lots of families and super safe and pet friendly. also super active community and lots of greenspace to excercise in. "
    2
    Flag
  • Fabiana B.
    "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
    1
    Flag
  • Dasom.jang
    "It’s a nice and safe area to live in. There isn’t much going on, but there are food truck nights once a month, and farmer’s market on every Saturday in Winter Garden. "
    0
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  • John F.
    "I have lived in Windermere for 20 years. Very safe and good clean people. The cops are very responsive and people are rich and have class "
    0
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  • Anthony G.
    "People are very family oriented. Neighbors came about the appearance and condition of their property."
    0
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  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
    0
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  • Evelyn T.
    "It’s a small oasis away from the hustle and bustle of such a vacation heavy town. I love getting to feel like I’m actually away from work and in a calm space but still be a 20 minute commute."
    1
    Flag
  • Alex P.
    "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
    0
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  • Jessica M.
    "Great neighborhood, great people, great atmosphere. I always love visiting this area. Communities are kept clean and look inviting. "
    1
    Flag
  • Jamesgkoshy
    "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
    0
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  • Loypippin
    "It’s a safe area but growing too quickly. Too many new houses and schools getting crowded. The schools are great, but need to be built faster to keep up. "
    1
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  • Beverly B.
    "It is very safe well lighted small community with many families with and without children. Everyone is friendly and keep their properties in great shape"
    0
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  • Joanna T.
    "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
    1
    Flag
  • Princess J.
    "Great place to live, and I feel safe in this area. I moved to this area when I moved to Florida and it was the best decision. "
    1
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  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "
    0
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Market trends in Windermere

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$856K
$41.5KMoM
Sale-to-List Price
96.8%
0.4%MoM
Price per sq ft
$297
$5MoM
Available listings
274
22MoM

Home Value

Trulia Estimate
$3.07M
Since last month
Decreased$263K (-7.6%)
Since last year
Decreased$48K (-1.5%)
Since last sale
Increased$2M (+99.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +69% in the last 10 years
MonthEstimated value
2026
September 2026$3.2M
August 2026$3.5M
July 2026$3.47M
June 2026$3.55M
May 2026$3.5M
April 2026$3.4M
March 2026$3.47M
February 2026$3.46M
January 2026$3.35M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
409 W 2ND AVENUE, Windermere, FL
0.10
Single-Family Home
$2,250,000
03/09/26
5
4.5
4,688
105 PINE STREET, Windermere, FL
0.06
Single-Family Home
$2,335,000
06/10/26
5
5.5
5,696
106 PALM STREET, Windermere, FL
0.10
Single-Family Home
$1,375,000
06/11/26
5
4.5
3,082
84 OAKDALE ST, Windermere, FL
0.42
Single-Family Home
$1,750,000
06/23/26
4
5
3,519
81 OAKDALE STREET, Windermere, FL
0.46
Single-Family Home
$2,200,000
07/31/26
5
4.5
4,284
11449 LAKE BUTLER BOULEVARD, Windermere, FL
0.58
Single-Family Home
$1,620,000
07/31/26
5
4
4,648
2635 TRYON PLACE, Windermere, FL
0.70
Single-Family Home
$1,375,000
06/12/26
6
4.5
4,027
299 W 4TH AVENUE, Windermere, FL
0.30
Single-Family Home
$862,000
01/08/26
4
3
2,410
830 OAKDALE STREET, Windermere, FL
0.75
Single-Family Home
$1,700,000
10/10/25
4
4.5
3,670
10870 BAYSHORE DRIVE, Windermere, FL
0.83
Single-Family Home
$2,583,750
08/27/26
4
5
4,693

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
105 PINE STREET, Windermere, FL 34786
0.06
$2,335,000
5
5.5
5,696
Recently Sold
409 W 2ND AVENUE, Windermere, FL 34786
0.10
$2,250,000
5
4.5
4,688
Recently Sold
400 W 2ND AVENUE, Windermere, FL 34786
0.12
$888,000
3
2.5
2,346
Off Market
106 PALM STREET, Windermere, FL 34786
0.10
$1,375,000
5
4.5
3,082
Recently Sold
801 W 2ND AVENUE, Windermere, FL 34786
0.22
$3,491,900
5
6
5,639
Off Market
803 W 2ND AVENUE, Windermere, FL 34786
0.23
$2,539,800
4
3.5
2,819
Off Market
800 W 2ND AVENUE, Windermere, FL 34786
0.24
$5,999,000
5
4.5
5,511
For Sale
212 W 1ST AVENUE, Windermere, FL 34786
0.24
$1,600,000
4
2
2,627
For Sale
805 W 2ND AVENUE, Windermere, FL 34786
0.24
$4,079,000
5
5
4,783
Off Market
407 W 1ST AVENUE, Windermere, FL 34786
0.23
$2,567,800
6
5.5
4,091
Off Market
307 4TH AVENUE, Windermere, FL 34786
0.27
$1,224,600
4
3
3,190
Off Market

Price and Tax history

DateEventPrice
Sep 6, 2026
Source: Stellar MLS #O6439554
Listed For Sale
$3,300,000
Aug 22, 2013
Source: Stellar MLS #O5170957
Sold
$1,610,000
Jul 13, 2013
Source: Agent Provided
Listed For Sale
$1,675,000
Jun 14, 2006
Source: N/A
Sold
$1,815,000
Aug 10, 1995
Source: N/A
Sold
$370,000

LGBTQ Local Legal Protections

Darrell Nunnelley, VINTAGE REALTY GROUP LLC, (407) 217-5458
Agent Phone: (407) 467-8069

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Frequently asked questions about 515 W 2ND AVENUE

  • What is the estimated monthly payment for 515 W 2ND AVENUE?
    Based on a $3,300,000 list price with 20% down at today's rates, the estimated monthly payment for 515 W 2ND AVENUE in Windermere, FL is approximately $24,023 (about $18,090 principal & interest, $5,858 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 515 W 2ND AVENUE compare to homes in Windermere?
    515 W 2ND AVENUE in Windermere, FL is listed at $3,300,000, about 286% above the $856K median sale price in Windermere.
  • What do residents say about Windermere?
    Residents describe Windermere, FL as dog-friendly, pedestrian-friendly, and easy to park in. See homes for sale in Windermere, FL.
  • What are the closest schools to 515 W 2ND AVENUE?
    The closest schools to 515 W 2ND AVENUE in Windermere, FL are Gotha Middle School (rated 6/10), Olympia High School (rated 5/10), Windermere Elementary School (Pre-K, rated 10/10).
  • Does 515 W 2ND AVENUE have air conditioning?
    Yes, 515 W 2ND AVENUE in Windermere, FL has air conditioning.
  • Does 515 W 2ND AVENUE have a pool?
    Yes, 515 W 2ND AVENUE in Windermere, FL has a pool.
515 W 2ND AVENUE, Windermere, FL 34786 is a 4 bedroom, 6 bathroom, 3,966 sqft single-family home built in 2000. This property is currently available for sale and was listed by Stellar MLS on Sep 6, 2026. The MLS # for this home is MLS# O6439554.