$3,754,700
- 5 Beds
- 5 Baths
- 5,639 sqft (on 2.21 acres)
8 PINE STREET, Windermere, FL 34786
Est. Refi. Payment $26,704/mo*
Refinance Your HomeCurrently Off Market - Sold Dec 22, 2023 for $2,875,000
Home Value
Trulia Estimate
$3.75MSince last month
Increased$2K (+0.1%)Since last year
Increased$250K (+7%)Since last sale
Increased$939K (+32.6%)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 +128% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $3.81M |
| August 2026 | $3.81M |
| July 2026 | $3.82M |
| June 2026 | $3.79M |
| May 2026 | $3.78M |
| April 2026 | $3.66M |
| March 2026 | $3.71M |
| February 2026 | $3.64M |
| January 2026 | $3.55M |
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 |
|---|---|---|---|---|---|---|---|
0.28 | Single-Family Home | $2,335,000 | 06/10/26 | 5 | 5.5 | 5,696 | |
0.36 | Single-Family Home | $1,620,000 | 07/31/26 | 5 | 4 | 4,648 | |
0.34 | Single-Family Home | $2,250,000 | 03/09/26 | 5 | 4.5 | 4,688 | |
0.67 | Single-Family Home | $2,500,000 | 01/05/26 | 6 | 5.5 | 6,819 | |
0.42 | Single-Family Home | $1,375,000 | 06/12/26 | 6 | 4.5 | 4,027 | |
0.61 | Single-Family Home | $2,583,750 | 08/27/26 | 4 | 5 | 4,693 | |
0.54 | Single-Family Home | $2,200,000 | 07/31/26 | 5 | 4.5 | 4,284 | |
0.60 | Single-Family Home | $1,999,000 | 06/23/26 | 5 | 4 | 3,649 | |
0.29 | Single-Family Home | $1,375,000 | 06/11/26 | 5 | 4.5 | 3,082 | |
0.37 | Single-Family Home | $880,000 | 06/17/26 | 5 | 3.5 | 3,166 |
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 |
|---|---|---|---|---|---|---|
0.02 | $3,909,500 | 4 | 4.5 | 4,313 | Off Market | |
0.21 | $2,659,200 | 6 | 5.5 | 4,091 | Off Market | |
0.24 | $3,049,000 | 4 | 3.5 | 3,923 | Off Market | |
0.25 | $3,950,000 | 5 | 7 | 6,248 | For Sale | |
0.27 | $2,777,500 | 4 | 3 | 3,149 | Off Market | |
0.28 | $2,335,000 | 5 | 5.5 | 5,696 | Recently Sold | |
0.29 | $3,300,000 | 4 | 5.5 | 3,966 | For Sale | |
0.29 | $1,375,000 | 5 | 4.5 | 3,082 | Recently Sold | |
0.28 | $825,000 | 3 | 2 | 1,935 | Recently Sold | |
0.28 | $2,299,000 | 5 | 5.5 | 4,094 | For Sale | |
0.28 | $803,500 | 3 | 2 | 2,098 | Off Market |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1999
2.21 acre lot
5,639 sqft
$666/sqft
2 Car Garage
HOA $17/mo
About this House
What's unique:Boat coverPrivate screened balconyFull summer kitchenOutdoor showerWater viewsDining space
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!
8 PINE STREET, Windermere, FL 34786 is a 5 bedroom, 6 bathroom, 5,639 sqft single-family home built in 1999. It last sold for $2,875,000 on Dec 22, 2023 (7% below the $3,100,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,754,700.
Last check for updates: about 12 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
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
Home Details for 8 PINE STREET
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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 |
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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 |
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Cumulative Days on Market: 18 |
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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 |
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Price List Price: $3,100,000 |
Status Change & Dates Off Market Date: Tue Nov 21 2023Possession Timing: Close Of Escrow |
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MLS Status: Sold |
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Direction & Address City: WINDERMERECommunity: WINDERMERE TOWN |
School Information Elementary School: Windermere ElemJr High / Middle School: Gotha MiddleHigh School: Olympia High |
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Building Details Builder Name: Stonebridge |
Building Area Building Area: 7178 Square Feet |
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Community Features: NoneNot Senior Community |
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HOA Fee Includes: OtherHOA Name: Bumby Point Homeowners AssociationHOA Phone: 305-215-8088Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $17/Monthly |
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Lot Area: 2.2087 Acres |
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Special Conditions: None |
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Business Information Ownership: Fee Simple |
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Mls Number: O6150258Water ViewWater View: Water, LakeShowing Requirements: ShowingTimeUniversal Property Id: US-12095-N-172328933630410-R-N |
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HOA Amenities: Other |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Dec 22, 2023 Source: Stellar MLS #O6150258 | Sold | $2,875,000 |
Nov 22, 2023 Source: Stellar MLS #O6150258 | Pending | $3,100,000 |
Nov 3, 2023 Source: Stellar MLS #O6150258 | Listed For Sale | $3,100,000 |
Jun 19, 2023 Source: Stellar MLS #O6107116 | ListingRemoved | |
May 23, 2023 Source: Stellar MLS #O6107116 | PriceChange | $3,450,000 Price decreased by 5% |
May 16, 2023 Source: Stellar MLS #O6107116 | Pending | $3,625,000 |
May 4, 2023 Source: Stellar MLS #O6107116 | Listed For Sale | $3,625,000 |
Nov 20, 2009 Source: Stellar MLS #O4877452 | Sold | $1,150,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $33,109 | $2,517,198 |
Home facts updated by county records
Market trends in Windermere
Last updated August 2026
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
Around this home
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections

Frequently asked questions about 8 PINE STREET
- What is 8 PINE STREET estimated to be worth?Trulia's estimated value for 8 PINE STREET in Windermere, FL is $3,754,700.
- What is the price history for 8 PINE STREET?8 PINE STREET in Windermere, FL last sold for $2,875,000 in December 2023.
- Is Windermere a buyer's or seller's market?Windermere is currently a balanced market, based on recent for-sale activity.
- What's the median sale price in Windermere?The median sale price in Windermere is $856K. That is up $41.5K from the prior month.
- Does 8 PINE STREET have air conditioning?Yes, 8 PINE STREET in Windermere, FL has air conditioning.
- Does 8 PINE STREET have laundry facilities?Yes, 8 PINE STREET in Windermere, FL has in-unit laundry.