2844 Midsummer Dr

Windermere, FL 34786

$7,500
Price
4
Beds
3,328 Sq. Ft.
$27 / Sq. Ft.
3,328
Sq. Ft.
$27
per Sq. Ft.
a view of a tennis ground with large trees

Description

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.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.
  1. Listed by Dennis Conklin • Brokerage DRE #3290166 • WINDERMERE COCOA BEACH CENTER
    P: (407)-876-1032 C: (407)-927-5104 windermere@usa.com

Property Details for 2844 Midsummer Drive

Subdivision Name
LAKE DOWN SHORES REP
Garage Spaces
2
View
Tennis Court, Water
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 01/08/2026 01:43 PM

Property Details for 2844 Midsummer Drive

StatusActive
MLS #O6371115
Days on Market14
Rental Incentives-
Available Date01/20/2026
Lease Term-
Furnished-
Compass TypeRental
MLS TypeResidential Lease / Single Family Residence
Year Built1979
Lot Size2.67 AC / 116,129 SF
CountyOrange County

Location

Listing Courtesy of WINDERMERE COCOA BEACH CENTER, Dennis Conklin
Add your commute

Building Information for 2844 Midsummer Drive

Building/Complex2844 Midsummer DrFloor-Stories2Pet Policy-Pet Policy DetailsYesYear Built1979Building Size-Lot Size2.67 AC / 116,129 SF

Property Information for 2844 Midsummer Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 3328.0
  • Building Area Units: Square Feet
  • Directions: Apopka Vineland to Windy Ridge.. head west to Hemple and turn left and follow around to Midsummer.
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Long Term YN: true
  • Senior Community: No
  • Unit Number: No
  • Street Number: 2844
  • Street Name: MIDSUMMER
  • Street Suffix: DRIVE
  • State: FL
  • City: WINDERMERE
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association: No
Property
Lot Information
  • Parcel Number: 042328440600080
  • Water Access: No
  • Water Extras: No
  • Living Area: 3328
Property and Assessments
  • Year Built Numeric: 1979
  • New Construction: No
  • Owner Pays: Grounds Care
  • Dock YN: Yes
  • Dock Description: Dock - Covered
  • Dock Dimensions: 000
Interior and Exterior Features
Exterior Features
  • Levels: Two
  • Patio And Porch Features: Covered, Rear Porch
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Waterfront Feet Total: 0
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Appliances: Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Ice Maker, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air
  • Heating: Central
  • Interior Features: Ceiling Fan(s)
  • Laundry Features: Inside
  • Living Area Units: Square Feet
  • Room Count: 0.0
  • Water View: No
  • Bathrooms Half: 1
Rental
Rental Information
  • Pets Allowed: Yes

Property History for 2844 Midsummer Drive

DateEvent & SourcePriceAppreciation
Jan 8, 2026

Listed (Active)

MFRMLS #O6371115

$7,500—
Jan 5, 2026

Temporarily Off Market

MFRMLS #O6371115

—
Jan 5, 2026

Listed (Active)

MFRMLS #O6371115

$7,500—
Aug 31, 2023

Rented

MFRMLS #O6061441

$6,500—
Sep 21, 2022

Listed (Active)

MFRMLS #O6061441

$8,000—
Aug 24, 2020

Rented

MFRMLS #O5860393

$4,200—
Apr 28, 2020

Listed (Active)

MFRMLS #O5860393

$5,750—
Feb 22, 2019

Rented

MFRMLS #O5736235

$5,500—
Feb 10, 2019

Pending

MFRMLS #O5736235

—
Oct 2, 2018

Listed (Active)

MFRMLS #O5736235

$7,800—
DateEvent & SourcePrice
01/08/2026

Listed (Active)

MFRMLS #O6371115

$7,500
01/05/2026

Temporarily Off Market

MFRMLS #O6371115

—
01/05/2026

Listed (Active)

MFRMLS #O6371115

$7,500
08/31/2023

Rented

MFRMLS #O6061441

$6,500
09/21/2022

Listed (Active)

MFRMLS #O6061441

$8,000
08/24/2020

Rented

MFRMLS #O5860393

$4,200
04/28/2020

Listed (Active)

MFRMLS #O5860393

$5,750
02/22/2019

Rented

MFRMLS #O5736235

$5,500
02/10/2019

Pending

MFRMLS #O5736235

—
10/02/2018

Listed (Active)

MFRMLS #O5736235

$7,800

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 2844 Midsummer Drive

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Thornebrooke Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
Gotha Middle School
Public - 6 to 8
Olympia High School
Public - 9 to 12
Rating
School
Distance
Thornebrooke Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Gotha Middle School
Public6 to 8

Olympia High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

More information about 2844 Midsummer Drive, Windermere, FL 34786

2844 Midsummer Drive is available for rent in Windermere, FL 34786. This property was listed on January 5, 2026 by WINDERMERE COCOA BEACH CENTER, it's currently listed at $7,500. It has been on the market for a total of 14 days and was last rented on August 31, 2023. This listing's school district is Orange County Public Schools. Nearby schools include Thornebrooke Elementary School, Cornerstone Academy Charter and Gotha Middle School. 2844 Midsummer Drive is a 4-bed, 4-bath, 3,328 sqft a property built in 1979.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of WINDERMERE COCOA BEACH CENTER, Dennis Conklin

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 01/08/2026 01:43 PM