RENTED JUL 15, 2026

2844 Midsummer Dr Windermere, FL 34786

Windermere Area

Estimated Value: $2,073,000 - $2,403,000

4 Beds
3.5 Baths
3,328 Sq Ft
$675/Sq Ft Est. Value

Sale Details

Date Sold: March 26, 2018

Last sale price $1,475,000 $443 Per Sq Ft

Est. 52% increase in value since last sale

Current estimated payment $14,719 / mo

Highlights

  • Water Views
  • Covered Dock
  • No HOA
  • Thornebrooke Elementary School Rated A
  • 2.67 Acre Lot
  • Covered Patio or Porch

About This Home

As of July 2026

Fabulous gated one acre Windermere Chain of Lakes Estate with Private tennis court is currently available for lease, This 5 bedroom 3 1/2 bath includes in-law suite with private entrance. New boat dock for the avid boater along with sandy beach for ultimate waterfront entertainment. Enjoy the beautiful west facing sunsets from your large covered patio or dine beside your double sided wood burning fireplace.

Last Agent to Rent the Property

Dennis Conklin

WINDERMERE COCOA BEACH CENTER Brokerage Phone: 407-876-1032 License #3290166 Listed on: 01/08/2026

WINDERMERE COCOA BEACH CENTER

Last Renter's Agent

Dennis Conklin

WINDERMERE COCOA BEACH CENTER Brokerage Phone: 407-876-1032 License #3290166 Listed on: 01/08/2026

WINDERMERE COCOA BEACH CENTER

Home Details

Home Type

  • Single Family

Year Built

  • Built in 1979

Lot Details

  • 2.67 Acre Lot

Parking

  • 2 Car Attached Garage

Property Views

  • Water
  • Tennis Court

Interior Spaces

  • 3,328 Sq Ft Home
  • 2-Story Property
  • Ceiling Fan
  • Fireplace

Kitchen

  • Convection Oven
  • Cooktop
  • Microwave
  • Freezer
  • Ice Maker
  • Dishwasher
  • Disposal

Bedrooms and Bathrooms

  • 4 Bedrooms

Laundry

  • Laundry in unit
  • Dryer
  • Washer

Outdoor Features

  • Covered Dock
  • Covered Patio or Porch

Utilities

  • Central Heating and Cooling System
  • Electric Water Heater

Community Details

  • No Home Owners Association
  • Lake Down Shores Rep Subdivision

Listing and Financial Details

  • Residential Lease
  • Property Available on 1/20/26
  • The owner pays for grounds care
  • Available 7/17/26
  • Application Fee: 0
  • Assessor Parcel Number 04-23-28-4406-00-080

Home Details

Home Type

Single Family

Year Built

Built in 1979

Lot Details

2.67 Acres

Parking

2

Rental Info

  • Furnished: Unfurnished
  • Lease Amount Frequency: Annually
  • Pets Allowed: Yes
  • Available Date: 2026-01-20
  • Long Term YN: 1
  • Expected Lease Date: 2026-07-17T00:00:00.000
  • Rent Spree URL: https://apply.link/wqo8vEw

Listing Details

  • Property Type: Residential Lease
  • Property Sub Type: Single Family Residence
  • Living Area: 3328
  • Lot Size Acres: 2.67
  • New Construction: No
  • Year Built: 1979
  • Building Area Total: 3328
  • Lot Size Sq Ft: 116129
  • Owner Pays: Grounds Care
  • Status: Leased
  • Building Area Total Srch Sq M: 309.18
  • RATIO Current Price By Calculate: 2.25
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • MFR_DockDescription: Dock - Covered
  • MFR_DockYN: 1
  • Attribution Contact: 407-876-1032
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Interior Amenities: Ceiling Fans(s)
  • Appliances Included: Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Ice Maker, Microwave, Range, Refrigerator, Washer
  • Total Bedrooms: 4
  • Levels: Two
  • Stories: 2
  • Living Area Meters: 309.18

Exterior Features

  • Pool Private: No
  • View: Tennis Court, Water
  • Waterfront: No
  • Patio and Porch Features: Covered, Rear Porch
  • Road Surface Type: Asphalt, Paved
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes

Utilities

  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Inside

Condo/Co-op/Association

  • Association: No
  • Senior Community: No

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00
  • Application Fee: 0

Lot Info

  • Parcel Number: 04-23-28-4406-00-080

Ownership History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Name Owned For Owner Type

Purchase Details

Listed on
Oct 4, 2018
Closed on
Jan 14, 2019
Sold by
Bought by
Seller's Agent
Dennis Conklin
WINDERMERE COCOA BEACH CENTER
Buyer's Agent
Dennis Conklin
WINDERMERE COCOA BEACH CENTER
Sold Price
$5,500
Current Estimated Value
$2,244,837

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$2,239,337

Purchase Details

Listed on
Dec 13, 2017
Closed on
Mar 26, 2018
Sold by
Bought by
Seller's Agent
Julie Bettosini
STOCKWORTH REALTY GROUP
Buyer's Agent
Dennis Conklin
WINDERMERE COCOA BEACH CENTER
List Price
$1,525,000
Sold Price
$1,475,000
Premium/Discount to List
-$50,000
-3.28%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
5.16%
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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Average Value
Not Available
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

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Buyer Sale Price Title Company
-- Attorney
-- Attorney
$1,475,000 Attorney
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Borrower Loan Amount
Previous Owner $100,000
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
07/15/2026 07/15/26 Rented $7,500 0.0% --
06/22/2026 06/22/26 Under Contract -- -- --
01/08/2026 01/08/26 For Rent $7,500 +15.4% --
08/31/2023 08/31/23 Rented $6,500 0.0% --
08/02/2023 08/02/23 Price Changed $6,500 -7.1% $2 / Sq Ft
04/26/2023 04/26/23 Price Changed $7,000 -5.4% $2 / Sq Ft
03/01/2023 03/01/23 Price Changed $7,400 -1.3% $2 / Sq Ft
02/03/2023 02/03/23 Price Changed $7,500 -6.3% $2 / Sq Ft
09/21/2022 09/21/22 For Rent $8,000 +90.5% --
08/24/2020 08/24/20 Rented $4,200 -27.0% --
04/28/2020 04/28/20 For Rent $5,750 +4.5% --
02/22/2019 02/22/19 Rented $5,500 0.0% --
02/10/2019 02/10/19 Under Contract -- -- --
01/31/2019 01/31/19 Price Changed $5,500 -12.0% $2 / Sq Ft
10/31/2018 10/31/18 Price Changed $6,250 -19.9% $2 / Sq Ft
10/02/2018 10/02/18 For Rent $7,800 0.0% --
03/26/2018 03/26/18 Sold $1,475,000 -3.3% $443 / Sq Ft View Prior Sale
03/12/2018 03/12/18 Pending -- -- --
12/12/2017 12/12/17 For Sale $1,525,000 -- $458 / Sq Ft
Source: Stellar MLS

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

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
2026 $28,704 $1,717,400 $1,200,000 $517,400
2025 $28,704 $1,726,970 $1,200,000 $526,970
2024 $25,549 $1,702,700 $1,200,000 $502,700
2023 $25,549 $1,679,183 $1,200,000 $479,183
2022 $22,526 $1,409,046 $1,000,000 $409,046
2021 $21,354 $1,314,020 $950,000 $364,020
2020 $18,766 $1,188,996 $850,000 $338,996
2019 $19,938 $1,194,524 $850,000 $344,524
2018 $8,491 $533,644 $0 $0
2017 $8,390 $1,033,026 $700,000 $333,026
2016 $8,364 $1,026,060 $700,000 $326,060
2015 $8,511 $951,002 $630,000 $321,002
2014 $8,610 $842,356 $600,000 $242,356
Source: Public Records

Agents Affiliated with this Home

  • Dennis Conklin

    Landlord's Agent in 2026

    Dennis Conklin

    WINDERMERE COCOA BEACH CENTER

    (407) 876-1032

    20 Total Sales

    Dennis Conklin
    Section Image
  • Julie Bettosini

    Seller's Agent in 2018

    Julie Bettosini

    STOCKWORTH REALTY GROUP

    (321) 689-9594

    147 Total Sales

    Julie Bettosini
    Section Image
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Map

Source: Stellar MLS

MLS Number: O6371115

Stellar MLS

APN: 04-2328-4406-00-080

Florida Orange County Windermere 34786

2844 Midsummer Dr, Windermere, FL

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Stellar MLS All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. 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.
Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393

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