729 Main St
Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,950 sqft (on 0.37 acres)
5 Beds
4 Baths
3,950 sqft
(on 0.37 acres)
Local Information
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Description
This custom home is truly a gem, blending luxury, craftsmanship, and the charm of small-town Windermere living. The attention to detail in every feature—from the stunning architectural design to the thoughtfully designed interiors—is remarkable. With its premium corner lot location, this home is not only a private oasis but also perfectly situated to take advantage of the vibrant and community-oriented lifestyle in Downtown Windermere. Key highlights that stand out are, 1. PRIME LOCATION: Nestled on a spacious 0.37-acre corner lot in the heart of Downtown Windermere, providing easy access to local amenities, tennis courts, events and lake activities.2.EXQUISITE CRAFTSMANSHIP: Rich wood finishes, solid wood beams, spray foam insulation, energy efficient doors and windows, recently added temperature controlled 1,000+ bottle wine cellar and unique details throughout create a warm yet sophisticated ambiance.3. GOURMET CHEF'S KITCHEN: High-end Wolf appliances, large walk-in pantry, and farmhouse-inspired design—perfect for entertaining or family gatherings.4. INDOOR-OUTDOOR LIVING: Heated saltwater pool, the summer kitchen including hibachi cooktop and inviting lanai seamlessly integrate with the interior living spaces for year-round enjoyment.5. MASTERFUL LAYOUT: Spacious bedrooms, versatile lofts, luxurious master suite with vaulted ceilings and two walk in closets, relaxing outdoor spaces on the front porch and backyard oasis and expansive driveway.6. MODERN CONVENIENCES: Energy-efficient features, remote controlled window shades, smart home lighting, natural gas generator, security cameras, gas fireplace, dual ovens, dual dishwashers, dual kitchen sinks and a climate-controlled 4-car garage ideal for car enthusiasts.7. CHARMING COMMUNITY: Enjoy golf-cart-friendly streets, farmer’s markets, food trucks, parks, enchanting boutiques, boating on the Butler Chain of Lakes and the new village center opening soon. This property offers a rare blend of luxury, functionality, and a welcoming community vibe. It’s a dream home for anyone seeking an elegant yet relaxed lifestyle in one of Central Florida’s most desirable locations. This home is move in ready and perfect for you!
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 July 14, 2025
Home Highlights
Parking
4 Car Garage
Outdoor
Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 729 Main St
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Interior Details Number of Rooms: 12Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Den, Dining Room, Family Room, Kitchen, Living Room, Loft, Media Room |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4 |
Dimensions and Layout Living Area: 3950 Square Feet |
Appliances & Utilities Utilities: Cable Connected, Electricity Connected, Natural Gas ConnectedAppliances: Bar Fridge, Dishwasher, Disposal, Dryer, Exhaust Fan, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water SoftenerDishwasherDisposalDryerLaundry: Inside,Laundry RoomRefrigeratorWasher |
Heating & Cooling Heating: ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric |
Fireplace & Spa Fireplace: Family Room, GasHas a Fireplace |
Gas & Electric Has Electric on Property |
Windows, Doors, Floors & Walls Window: Window TreatmentsFlooring: Carpet, Ceramic Tile, Concrete, Travertine, Hardwood |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Carpet, Ceramic Tile, Concrete, Travertine, Hardwood |
View No View |
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Exterior Home Features Roof: ShingleExterior: Irrigation SystemFoundation: Stem WallHas a Private Pool |
Parking & Garage Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageHas an Attached GarageParking Spaces: 4Parking: Garage Door Opener |
Pool Pool: Gunite, Heated, In Ground, Salt Water, Self CleaningPool |
Frontage Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
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Cumulative Days on Market: 193 |
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Year Built Year Built: 2015 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Building Construction Materials: HardiPlank Type, Wood FrameNot a New ConstructionNo Additional Parcels |
Property Information Parcel Number: 172328933601470 |
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Price List Price: $2,100,000 |
Status Change & Dates Off Market Date: Sat Jun 28 2025 |
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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 Area Building Area: 7358 Square Feet |
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Not Senior Community |
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Association for this Listing: Orlando RegionalNo HOA |
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Lot Area: 0.37 acres |
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Special Conditions: None |
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Business Information Ownership: Fee Simple |
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Mls Number: S5116063Back On Market Date: Tue May 27 2025Showing Advance Notice: 24Showing AttendedShowing Requirements: 24 Hour Notice, Appointment Only, Call Listing Agent, Listing Agent Must AccompanyUniversal Property Id: US-12095-N-172328933601470-R-N |
Last check for updates: about 3 hours ago
Listed by Billinda Boldt, (321) 436-6059
COLDWELL BANKER RESIDENTIAL RE, (407) 647-1211
Bought with: Non-Member Agent, STELLAR NON-MEMBER OFFICE, (000) 000-0000
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#S5116063

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
Price History for 729 Main St
| Date | Price | Event | Source |
|---|---|---|---|
| 07/14/2025 | $2,065,000 | Sold | Stellar MLS #S5116063 |
| 06/30/2025 | $2,100,000 | Pending | Stellar MLS #S5116063 |
| 05/27/2025 | $2,100,000 | Listed For Sale | Stellar MLS #S5116063 |
| 05/13/2025 | $2,150,000 | ListingRemoved | Stellar MLS #S5116063 |
| 04/28/2025 | $2,150,000 | PriceChange | Stellar MLS #S5116063 |
| 12/03/2024 | $2,295,000 | Listed For Sale | Stellar MLS #S5116063 |
| 10/03/2023 | $1,875,000 | Sold | Stellar MLS #O6138334 |
| 09/13/2023 | $1,875,000 | Pending | Stellar MLS #O6138334 |
| 09/07/2023 | $1,875,000 | PriceChange | Stellar MLS #O6138334 |
| 08/31/2023 | $1,975,000 | Listed For Sale | Stellar MLS #O6138334 |
| 09/02/2020 | $1,410,000 | Sold | N/A |
| 07/17/2020 | $1,624,990 | Pending | Agent Provided |
| 05/22/2020 | $1,624,990 | Listed For Sale | Agent Provided |
| 04/23/2015 | $280,000 | Sold | N/A |
| 04/15/2015 | $289,000 | Pending | Agent Provided |
| 03/19/2015 | $289,000 | Listed For Sale | Agent Provided |
| 12/11/2012 | $195,000 | Sold | N/A |
| 10/07/2004 | $223,500 | Sold | N/A |
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $26,198 |
| Assessment | $1,532,002 |
Home facts updated by county records
Comparable Sales for 729 Main St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.08 | Single-Family Home | $1,700,000 | 10/10/25 | 4 | 4.5 | 3,670 | |
0.24 | Single-Family Home | $2,171,470 | 04/29/26 | 5 | 4.5 | 3,994 | |
0.21 | Single-Family Home | $1,850,000 | 05/30/25 | 4 | 3.5 | 3,650 | |
0.07 | Single-Family Home | $910,000 | 05/09/26 | 3 | 2.5 | 2,475 | |
0.05 | Single-Family Home | $850,000 | 10/21/25 | 3 | 2 | 2,778 | |
0.18 | Single-Family Home | $975,000 | 10/20/25 | 3 | 3 | 2,353 | |
0.59 | Single-Family Home | $2,250,000 | 03/09/26 | 5 | 4.5 | 4,688 | |
0.16 | Single-Family Home | $830,000 | 10/27/25 | 4 | 2 | 2,582 | |
0.59 | Single-Family Home | $2,500,000 | 09/24/25 | 4 | 5 | 4,330 |
Assigned Schools
These are the assigned schools for 729 Main St.
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
Sourced by Trulia users. Learn more about our methodology.
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729 Main St, Windermere, FL 34786 is a 5 bedroom, 4 bathroom, 3,950 sqft single-family home built in 2015. This property is not currently available for sale. 729 Main St was last sold on Jul 14, 2025 for $2,065,000 (2% lower than the asking price of $2,100,000). The current Trulia Estimate for 729 Main St is $2,034,500.