1209 MAIN STREET
Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,095 sqft (on 0.35 acres)
$925,000
Last Sold: Jan 5, 2026
2% below list $945K
$442/sqft
Est. Refi. Payment $6,438/mo*
$925,000
Last Sold: Jan 5, 2026
2% below list $945K
$442/sqft
Est. Refi. Payment $6,438/mo*
3 Beds
2 Baths
2,095 sqft
(on 0.35 acres)
Home Value
Trulia Estimate
$929KSince last month
Decreased$5K (-0.5%)Since last year
Increased$210K (+29.3%)Since last sale
Increased$3K (+0.3%)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 +121% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $928K |
| July 2026 | $933K |
| June 2026 | $937K |
| May 2026 | $930K |
| April 2026 | $922K |
| March 2026 | $918K |
| February 2026 | $922K |
| January 2026 | $924K |
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 |
|---|---|---|---|---|---|---|---|
0.06 | Single-Family Home | $900,000 | 06/02/26 | 3 | 2 | 2,386 | |
0.35 | Single-Family Home | $770,000 | 06/11/26 | 3 | 2 | 1,664 | |
0.42 | Single-Family Home | $850,000 | 10/21/25 | 3 | 2 | 2,778 | |
0.42 | Single-Family Home | $910,000 | 05/09/26 | 3 | 2.5 | 2,475 | |
0.21 | Single-Family Home | $890,000 | 08/11/26 | 4 | 3 | 3,516 | |
0.52 | Single-Family Home | $975,000 | 10/20/25 | 3 | 3 | 2,353 | |
0.55 | Single-Family Home | $830,000 | 10/27/25 | 4 | 2 | 2,582 | |
0.63 | Single-Family Home | $710,000 | 02/19/26 | 3 | 2 | 1,784 | |
0.72 | Single-Family Home | $820,000 | 03/06/26 | 2 | 1.5 | 2,115 |
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 |
|---|---|---|---|---|---|---|
0.05 | $520,000 | - | - | - | Recently Sold | |
0.06 | $900,000 | 3 | 2 | 2,386 | Recently Sold | |
0.11 | $837,400 | 3 | 2 | 1,965 | Off Market | |
0.16 | $728,500 | 3 | 2 | 1,596 | Off Market | |
0.18 | $2,171,470 | 5 | 4.5 | 3,994 | Recently Sold | |
0.18 | - | - | - | - | Off Market | |
0.20 | $1,831,800 | 4 | 3.5 | 3,650 | Off Market | |
0.20 | $776,900 | 3 | 3 | 2,005 | Off Market | |
0.17 | $4,999,500 | 4 | 5 | 4,330 | For Sale | |
0.21 | $890,000 | 4 | 3 | 3,516 | Recently Sold | |
0.25 | $2,347,400 | 6 | 5.5 | 4,599 | Off Market |
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1979
Lot Size
0.35 acres
Living Area
2,095 sqft
Price/Sqft
$442/sqft
Parking
2 Car Garage
HOA
None
About this House
Freshly remodeled and full of charm, this one-story home lives light, bright, and effortlessly easy. White oak floors flow from room to room like a warm welcome, setting the stage for airy spaces and sun-drenched corners. At the heart of the home, the family room opens wide with vaulted ceilings, a cozy fireplace, and windows that pull the outdoors in. The kitchen feels like the place everyone wants to gather, with a wraparound breakfast bar, quartz countertops, a wine fridge, and a cheerful breakfast nook that soaks in the morning light. Just beyond, a spacious dining room offers the ideal spot for long dinners, holiday celebrations, or spreading out homework and craft projects. A bonus room with plantation shutters adds an extra dash of flexibility — office, playroom, studio, you choose. The magic continues outside. French doors from the primary suite open straight to the pool, giving the whole space a resort-like feel. The oversized, solar-heated pool sits amid a lush, fenced backyard. A covered lanai waits for afternoon lounging, weekend barbecues, or quiet mornings with coffee and birdsong. Practical touches shine just as brightly, including an abundance of windows, a sunny laundry room near the primary suite, a functional open layout, and a 2-car garage offering storage and everyday convenience. Walk or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience. Move-in ready and filled with character, this home delivers a blend of comfort, beauty, and easy Florida living.
1209 MAIN STREET, Windermere, FL 34786 is a 3 bedroom, 2 bathroom, 2,095 sqft single-family home built in 1979. It last sold for $925,000 on Jan 5, 2026 (2% below the $945,000 asking price). More recently, it was listed as a rental in March 2012 with an asking price of $2,600 per month. That rental listing was removed on April 20, 2012. It is currently off market. The Trulia Estimate is $928,500, with a rent estimate of $3,834/month.
Last check for updates: about 17 hours ago
Listed by Judy Black, (407) 810-1803
UPSIDE REAL ESTATE INC, (407) 308-5750
Amanda Black PA, (407) 616-0140
UPSIDE REAL ESTATE INC, (407) 308-5750
Bought with: Amanda Black PA, (407) 616-0140, UPSIDE REAL ESTATE INC, (407) 308-5750
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6363588

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 1209 MAIN STREET
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Interior Details Number of Rooms: 7Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Den, Dining Room, Kitchen, Living Room |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 2095 Square Feet |
Appliances & Utilities Utilities: Sprinkler WellAppliances: Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Filtration System, Wine RefrigeratorDishwasherDisposalDryerLaundry: InsideMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central |
Fireplace & Spa Fireplace: Family Room, Wood BurningHas a FireplaceNo Spa |
Gas & Electric Electric: Photovoltaics Seller Owned |
Windows, Doors, Floors & Walls Window: Blinds, Rods, Window Treatments, Skylight(s), ShuttersDoor: French DoorsFlooring: Carpet, Tile, Hardwood |
Levels, Entrance, & Accessibility Stories: 1Levels: OneFloors: Carpet, Tile, Hardwood |
View Has a ViewView: Pool |
Security Security: Smoke Detector(s) |
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Exterior Home Features Roof: ShinglePatio / Porch: Covered, Patio, Porch, ScreenedFencing: Fenced, VinylVegetation: Mature Landscaping, Oak Trees, Trees/LandscapedExterior: Irrigation System, Private MailboxFoundation: SlabHas a Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Door Opener |
Pool Pool: Child Safety Fence, Gunite, In Ground, Outside Bath Access, Pool Sweep, Screen Enclosure, Solar Heat, TilePool |
Frontage Waterfront: Lake Privileges, Skiing AllowedResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved, AsphaltNot on Waterfront |
Water & Sewer Sewer: Septic TankWater Body: BUTLER CHAIN |
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Cumulative Days on Market: 2 |
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Year Built Year Built: 1979 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch |
Building Construction Materials: Block, StuccoNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty |
Property Information Parcel Number: 172328933600140 |
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Price List Price: $945,000Price Per Sqft: $442/sqft |
Status Change & Dates Off Market Date: Sun Nov 30 2025Possession Timing: Negotiable |
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MLS Status: Sold |
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Direction & Address City: WINDERMERECommunity: WINDERMERE |
School Information Elementary School: Windermere ElemJr High / Middle School: Gotha MiddleHigh School: Olympia High |
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Building Area Building Area: 2817 Square Feet |
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Community Features: Dock, Water Access, Golf Carts OK, Park, Playground, Restaurant, Tennis Court(s)Not Senior Community |
Other Playground |
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Association for this Listing: Orlando RegionalNo HOA |
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Lot Area: 0.35 acres |
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Special Conditions: None |
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Listing Terms: Cash, Conventional |
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Energy Efficiency Features: Pool |
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Business Information Ownership: Fee Simple |
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Mls Number: O6363588Showing Requirements: ShowingTimeUniversal Property Id: US-12095-N-172328933600140-R-N |
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DockWater AccessGolf Carts OKParkPlaygroundRestaurantTennis Court(s) |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jan 5, 2026 Source: Stellar MLS #O6363588 | Sold | $925,000 |
Dec 2, 2025 Source: Stellar MLS #O6363588 | Pending | $945,000 |
Nov 28, 2025 Source: Stellar MLS #O6363588 | Listed For Sale | $945,000 |
Apr 20, 2012 Source: Agent Provided | ListingRemoved | $2,600 |
Mar 8, 2012 Source: Agent Provided | Listed For Rent | $2,600 |
Jun 23, 2011 Source: Agent Provided | ListingRemoved | $2,500 |
Jun 18, 2011 Source: Agent Provided | PriceChange | $2,500 Price decreased by 7% |
Jun 12, 2011 Source: Agent Provided | Listed For Rent | $2,700 |
Apr 26, 2000 Source: N/A | Sold | $246,500 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $9,964 | $605,775 |
Home facts updated by county records
Market trends in Windermere
Last updated July 2026
Avg. sale price
$814K
$92.5KMoM
Sale-to-List Price
97.2%
0.1%MoM
Price per sq ft
$292
$18MoM
Available listings
296
11MoM
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 1209 MAIN STREET
- What is 1209 MAIN STREET estimated to be worth?Trulia's estimated value for 1209 MAIN STREET in Windermere, FL is $928,500.
- What is the price history for 1209 MAIN STREET?1209 MAIN STREET in Windermere, FL last sold for $925,000 in January 2026.
- 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 $814K. That is up $92.5K from the prior month.
- Does 1209 MAIN STREET have air conditioning?Yes, 1209 MAIN STREET in Windermere, FL has air conditioning.
- Does 1209 MAIN STREET have a pool?Yes, 1209 MAIN STREET in Windermere, FL has a pool.