NOT LISTED FOR SALE

729 Main St Windermere, FL 34786

Estimated Value: $1,955,000 - $2,009,000

5 Beds
4 Baths
3,950 Sq Ft
$500/Sq Ft Est. Value

Last Sold July 14, 2025

Last sale price $2,065,000 $523 Per Sq Ft

Est. 4% decrease in value since last sale

Current estimated payment $12,563/month

208 Days on Market

Highlights

  • Media Room
  • Heated In Ground Pool
  • Family Room with Fireplace
  • Windermere Elementary School Rated A
  • Open Floorplan
  • 5-minute walk to Central Park

About This Home

As of July 2025

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!

Last Agent to Sell the Property

Billinda Boldt

COLDWELL BANKER RESIDENTIAL RE Brokerage Phone: 407-647-1211 License #626655 Listed on: 12/02/2024

COLDWELL BANKER RESIDENTIAL RE

Last Buyer's Agent

Stellar Non-Member Agent

STELLAR NON-MEMBER OFFICE

STELLAR NON-MEMBER OFFICE

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $26,198

Year Built

  • Built in 2015

Lot Details

  • 0.37 Acre Lot
  • West Facing Home
  • Corner Lot
  • Irrigation Equipment

Parking

  • 4 Car Attached Garage
  • Garage Door Opener

Home Design

  • Bi-Level Home
  • Stem Wall Foundation
  • Frame Construction
  • Shingle Roof
  • HardiePlank Type

Interior Spaces

  • 3,950 Sq Ft Home
  • Open Floorplan
  • Bar Fridge
  • Coffered Ceiling
  • Cathedral Ceiling
  • Ceiling Fan
  • Gas Fireplace
  • Window Treatments
  • Family Room with Fireplace
  • Family Room Off Kitchen
  • Living Room
  • L-Shaped Dining Room
  • Media Room
  • Den
  • Loft

Kitchen

  • Eat-In Kitchen
  • Range with Range Hood
  • Recirculated Exhaust Fan
  • Dishwasher
  • Solid Surface Countertops
  • Solid Wood Cabinet
  • Disposal

Flooring

  • Wood
  • Carpet
  • Concrete
  • Ceramic Tile
  • Travertine

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Primary Bedroom Upstairs
  • Split Bedroom Floorplan
  • Walk-In Closet
  • 4 Full Bathrooms

Laundry

  • Laundry Room
  • Dryer
  • Washer

Pool

  • Heated In Ground Pool
  • Gunite Pool
  • Saltwater Pool
  • Pool is Self Cleaning

Schools

  • Windermere Elementary School
  • Gotha Middle School
  • Olympia High School

Utilities

  • Central Air
  • Heating Available
  • Thermostat
  • Natural Gas Connected
  • Well
  • Tankless Water Heater
  • Water Softener
  • Septic Tank
  • Cable TV Available

Community Details

  • No Home Owners Association
  • Windermere Town Subdivision

Listing and Financial Details

Home Details

Home Type

Single Family

Est. Annual Taxes

$26,198

Year Built

Built in 2015

Lot Details

0

Parking

4

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: HardiPlank Type, Frame
  • Fireplace: Yes
  • Living Area: 3950
  • Lot Size Acres: 0.37
  • New Construction: No
  • Year Built: 2015
  • Building Area Total: 7358
  • Lot Size Sq Ft: 16003
  • Status: Sold
  • Ownership: Fee Simple
  • Building Area Total Srch Sq M: 683.58
  • Escrow City: Orlando
  • Escrow State: FL
  • Escrow Street Name: Lake Underhill Rd, Suite108
  • Minimum Lease: 7 Months
  • RATIO Current Price By Calculate: 522.78
  • Total Acreage: 1/4 to less than 1/2
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 407-647-1211
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Family Room, Gas
  • Living Area Units: Square Feet
  • Flooring: Carpet, Ceramic Tile, Concrete, Travertine, Wood
  • Full Bathrooms: 4
  • Interior Amenities: Cathedral Ceiling(s), Ceiling Fans(s), Coffered Ceiling(s), Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, L Dining, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments
  • Appliances Included: Bar Fridge, Dishwasher, Disposal, Dryer, Exhaust Fan, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener
  • Foundation Details: Stem Wall
  • Total Bedrooms: 5
  • Levels: Two
  • Other Equipment: Irrigation Equipment
  • Living Area Meters: 366.97

Exterior Features

  • Direction Faces: West
  • Pool Features: Gunite, Heated, In Ground, Salt Water, Self Cleaning
  • Roof: Shingle
  • Pool Private: Yes
  • Waterfront: No
  • Road Surface Type: Paved
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 4
  • Garage Yn: Yes
  • Parking Features: Garage Door Opener

Utilities

  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected
  • Cooling: Central Air
  • Heating: Electric
  • Laundry Features: Inside, Laundry Room
  • Sewer: Septic Tank
  • Water Source: Well

Condo/Co-op/Association

  • Association: No
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00

Schools

  • Elementary School: Windermere Elem
  • High School: Olympia High
  • Middle Or Junior School: Gotha Middle

Lot Info

  • Zoning: SFR
  • Parcel Number: 17-23-28-9336-01-470
  • Additional Parcels: No
  • Lot Features: Corner Lot
  • Flood Zone Code: x

Rental Info

  • Pets Allowed: Yes
  • Lease Restrictions YN: 0

Tax Info

  • Tax Annual Amount: 26198.05
  • Tax Block: 01/470
  • Tax Book Number: G-36
  • Tax Lot: 470

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Dec 2, 2024
Closed on
Jul 14, 2025
Sold by
Harned John
Bought by
Pokosh Brian and Pokosh Dianna
Seller's Agent
Billinda Boldt
COLDWELL BANKER RESIDENTIAL RE
Buyer's Agent
Stellar Non-Member Agent
STELLAR NON-MEMBER OFFICE
List Price
$2,100,000
Sold Price
$2,065,000
Premium/Discount to List
-$35,000
-1.67%
Views
299
Current Estimated Value
$1,975,334

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$89,666
Avg. Annual Appreciation
-10.50%

Purchase Details

Listed on
Aug 31, 2023
Closed on
Oct 3, 2023
Sold by
Carr Stephen E and Deese Leslie A
Bought by
Harned John
Seller's Agent
Simon Simaan
THE SIMON SIMAAN GROUP
Buyer's Agent
Billinda Boldt
COLDWELL BANKER RESIDENTIAL RE
List Price
$1,975,000
Sold Price
$1,875,000
Premium/Discount to List
-$100,000
-5.06%
Views
68

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
5.57%

Purchase Details

Closed on
Apr 17, 2015
Sold by
Mijares Ignazio
Bought by
Freeman Christopher David and Freeman Emily Denese

Purchase Details

Closed on
Dec 7, 2012
Sold by
Jones Bret
Bought by
Mijares Ignazio

Purchase Details

Closed on
Sep 28, 2011
Sold by
Jones Bret and Jones Maria
Bought by
Jones Bret

Purchase Details

Closed on
Sep 25, 2004
Sold by
Wagner William Martin and Wagner Charles Kenyon Revis
Bought by
Mcallister S Allen and S Allen Mcallister Revocable Trust

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$198,000
Interest Rate
5.75%
Mortgage Type
Purchase Money Mortgage
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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Average Value
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
Pokosh Brian $2,065,000 Oliver Title Law
Harned John $1,875,000 First American Title Insurance
Freeman Christopher David $280,000 Signature Title Professional
Mijares Ignazio $195,000 Bret Jones Title Llc
Jones Bret -- Attorney
Mcallister S Allen $223,500 --
Source: Public Records

Mortgage History

Date Status Borrower Loan Amount
Previous Owner Mcallister S Allen $198,000
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
07/14/2025 07/14/25 Sold $2,065,000 -1.7% $523 / Sq Ft
06/28/2025 06/28/25 Pending -- -- --
05/27/2025 05/27/25 Price Changed $2,100,000 0.0% $532 / Sq Ft
05/27/2025 05/27/25 For Sale $2,100,000 +1.7% $532 / Sq Ft
05/12/2025 05/12/25 Off Market $2,065,000 -- --
04/28/2025 04/28/25 Price Changed $2,150,000 -6.3% $544 / Sq Ft
12/02/2024 12/02/24 For Sale $2,295,000 +22.4% $581 / Sq Ft
10/03/2023 10/03/23 Sold $1,875,000 0.0% $475 / Sq Ft View Prior Sale
09/13/2023 09/13/23 Pending -- -- --
09/07/2023 09/07/23 Price Changed $1,875,000 -5.1% $475 / Sq Ft
08/31/2023 08/31/23 For Sale $1,975,000 +40.1% $500 / Sq Ft
08/31/2020 08/31/20 Sold $1,410,000 -13.2% $357 / Sq Ft View Prior Sale
07/16/2020 07/16/20 Pending -- -- --
05/22/2020 05/22/20 Price Changed $1,624,990 -9.7% $411 / Sq Ft
05/22/2020 05/22/20 For Sale $1,800,000 -- $456 / Sq Ft
Source: Stellar MLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $26,198 $1,591,520 $315,000 $1,276,520
2024 $21,436 $1,531,570 $315,000 $1,216,570
2023 $21,436 $1,305,332 $0 $0
2022 $20,849 $1,267,313 $0 $0
2021 $20,577 $1,230,401 $215,000 $1,015,401
2020 $10,110 $622,821 $0 $0
2019 $10,450 $608,818 $0 $0
2018 $10,350 $597,466 $0 $0
2017 $9,531 $576,238 $170,000 $406,238
2016 $9,496 $548,680 $155,000 $393,680
2015 $2,435 $135,000 $135,000 $0
2014 $2,186 $120,000 $120,000 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Stellar MLS

MLS Number: S5116063

Stellar MLS

APN: 17-2328-9336-01-470