8 Pine St, Windermere, FL 34786
OFF MARKET

8 Pine St
Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 5,639 sqft (on 2.21 acres)

$3,732,100

Trulia Estimate
as of May 11, 2026
Est. Refi. Payment $24,850/mo*

$3,732,100

Trulia Estimate
as of May 11, 2026
Est. Refi. Payment $24,850/mo*
5 Beds
5 Baths
5,639 sqft
(on 2.21 acres)

Homes for sale near 8 Pine St

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

The BEST of the BEST...Impeccably Renovated Windermere Charmer on the Butler Chain! Welcome Home to the BEST of Florida living.... with water views, iconic downtown Windermere setting on a paved road, and direct frontage on Wauseon Bay. Nestled on the historic Bumby Peninsula, this 5,639 square foot Stonebridge custom 5 bedroom/4 full/2 1 /2 bath home blends the finest of designer details with relaxed Southern charm. Views of the water abound from nearly every room... even the staircase was designed to take advantage of the water views. Relax on your multitude of screened double stacked porches, balconies and expertly pavered patios, all perfect for al fresco dining, enjoying the sunset and endless water views year-round. The formal areas of the home are expansive, offering a perfect setting for entertaining and taking advantage of sparkling water views. A first-floor office, tucked privately off the main entrance, features custom millwork and shelving, flanking a gas fireplace. The crown jewel of the home. is the recently renovated kitchen and dining space, featuring coveted luxuries such as custom 3-sided stainless steel range hood, custom dove grey cabinetry, Sub Zero refrigeration, Wolf Gas cooktop, 2 ovens and warming drawer, a walk-in pantry, pure quartzite countertops and island. The kitchen also features direct access to the screened porch, with full summer kitchen, retractable screens, and large dining area, overlooking the water. The first-floor primary bedroom is generous in size featuring two walk in closets, en suite bath with separate tub and a large shower, with two shower heads. Upstairs, four bedrooms each with direct bathroom access, custom built-ins and generous storage offer room for all. A unique upstairs bonus room is adorned with custom bar, three TVs (which convey) and a private screened balcony, perfect for entertaining and game day! Another bonus room, with generous storage, is located on the other side of the upstairs and could be a 6th bedroom if needed. Meticulously maintained with peace of mind features including: full house generator, new roof (2019), two new hot water heaters, Pella windows, Trane AC, central vac and more! Outside, unlimited space for all types of entertaining abound. Multiple pavered patios, a built-in brick gas pit with seating, green space, manicured grounds, private bathroom, outdoor shower and the piece-de-resistance, a boathouse with electric, water, boat cover and space for dining or simply enjoying the peaceful sunsets. Enjoy boating, waterskiing, fishing and more on one of 11 interconnected lakes that make up the world-renowned Butler Chain right from your backyard. Take part in the eclectic mix of shops, dining, brewery, farmers market and parks that are just a short walk or golf-cart ride away in downtown Windermere. All of this combines to ensure a Florida lifestyle like none other. All the work has been done for you....come begin living your dream today!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from February 27, 2024

Home Highlights

Parking
2 Car Garage
Outdoor
Porch
View
Water, Lake
HOA
$17/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 8 Pine St

Interior Features

Interior Details
Number of Rooms: 10Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bonus Room, Dining Room, Game Room, Kitchen, Living RoomWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 5639 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Natural Gas Available, Natural Gas ConnectedAppliances: Bar Fridge, Oven, Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, WasherDishwasherDryerLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family Room, Gas, Other Room, OutsideHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Shades, Window TreatmentsDoor: French Doors, Outdoor Grill, Outdoor Kitchen, Outdoor ShowerFlooring: Carpet, Marble, Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Marble, Hardwood
View
Has a ViewView: Water, Lake

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Front Porch, Porch, Rear Porch, ScreenedFencing: Fenced, OtherVegetation: Mature Landscaping, Trees/LandscapedOther Structures: Boat HouseExterior: Balcony, Irrigation System, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain GuttersFoundation: Block, SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Circular Driveway,Driveway,Golf Cart Parking
Frontage
WaterfrontWaterfront: Lake - Chain of Lakes, Lake Privileges, Lift - Covered, Seawall, Skiing AllowedResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved, AsphaltOn Waterfront
Water & Sewer
Sewer: Septic TankWater Body: WAUSEON BAY / BUTLER CHAIN

Days on Market

Cumulative Days on Market: 18

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, BrickNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Condition: CompletedParcel Number: 172328933630410

Price & Status

Price
List Price: $3,100,000
Status Change & Dates
Off Market Date: Tue Nov 21 2023Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Location

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

Building

Building Details
Builder Name: Stonebridge
Building Area
Building Area: 7178 Square Feet

Community

Community Features: NoneNot Senior Community

HOA

HOA Fee Includes: OtherHOA Name: Bumby Point Homeowners AssociationHOA Phone: 305-215-8088Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $17/Monthly

Lot Information

Lot Area: 2.2087 Acres

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6150258Water ViewWater View: Water, LakeShowing Requirements: ShowingTimeUniversal Property Id: US-12095-N-172328933630410-R-N

Additional Information

HOA Amenities: Other
Last check for updates: about 18 hours ago
Listed by Emily Lewis, (704) 236-8040
LAKESIDE REALTY WINDERMERE INC, (407) 876-5575
Bought with: Shane Croft, (407) 704-0577, COLDWELL BANKER RESIDENTIAL RE, (407) 647-1211
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6150258
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

Price History for 8 Pine St

DatePriceEventSource
12/22/2023$2,875,000Sold
Stellar MLS #O6150258
11/22/2023$3,100,000PendingStellar MLS #O6150258
11/03/2023$3,100,000Listed For SaleStellar MLS #O6150258
06/19/2023ListingRemovedStellar MLS #O6107116
05/23/2023$3,450,000PriceChange
Stellar MLS #O6107116
05/16/2023$3,625,000PendingStellar MLS #O6107116
05/04/2023$3,625,000Listed For SaleStellar MLS #O6107116
11/20/2009$1,150,000Sold
Stellar MLS #O4877452
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Property Tax and Assessment

Year2024
Tax$33,109
Assessment$2,517,198
Home facts updated by county records

Comparable Sales for 8 Pine St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.24
Single-Family Home
$3,100,000
09/02/25
4
3.5
3,923
0.34
Single-Family Home
$2,250,000
03/09/26
5
4.5
4,688
0.38
Single-Family Home
$2,400,000
09/05/25
5
4.5
5,111
0.31
Single-Family Home
$4,125,000
09/05/25
5
5
4,783
0.70
Single-Family Home
$3,975,000
07/02/25
4
5
4,665
0.67
Single-Family Home
$2,500,000
01/05/26
6
5.5
6,819
0.73
Single-Family Home
$3,315,000
05/16/25
4
3
5,365
0.71
Single-Family Home
$1,675,000
04/15/26
5
6
6,375
0.82
Single-Family Home
$1,600,000
08/06/25
4
4
4,026

Assigned Schools

These are the assigned schools for 8 Pine St.
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 270 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

  • 79 % 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

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."
  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
  • 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."
  • 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. "
  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
  • 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."
  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
  • 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. "
  • 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."
  • 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."
  • 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."
  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
  • Carylpalmerini17
    "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
  • Shariel A.
    "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
  • 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."
  • 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."
  • 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."
  • 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. "
  • Afanador713
    "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
  • 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! "
  • Jessica
    "lots of families and super safe and pet friendly. also super active community and lots of greenspace to excercise in. "
  • Fabiana B.
    "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
  • 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. "
  • 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 "
  • Anthony G.
    "People are very family oriented. Neighbors came about the appearance and condition of their property."
  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
  • 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."
  • Alex P.
    "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
  • Jessica M.
    "Great neighborhood, great people, great atmosphere. I always love visiting this area. Communities are kept clean and look inviting. "
  • Jamesgkoshy
    "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
  • 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. "
  • 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"
  • Joanna T.
    "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
  • 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. "
  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "

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Homes for rent near 8 Pine St

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Off Market Homes Near 8 Pine St

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8 Pine St, Windermere, FL 34786 is a 5 bedroom, 6 bathroom, 5,639 sqft single-family home built in 1999. This property is not currently available for sale. 8 Pine St was last sold on Dec 22, 2023 for $2,875,000 (7% lower than the asking price of $3,100,000). The current Trulia Estimate for 8 Pine St is $3,732,100.