7440 Leighside Dr, Windermere, FL 34786
Property image
Property image
OFF MARKET

$409,500

Trulia Estimate
as of Sep 10, 2026
  • 3 Beds
  • 2.5 Baths
  • 1,881 sqft

7440 Leighside Dr, Windermere, FL 34786

Home Highlights

Townhouse
1,881 sqft
$218/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 7440 Leighside Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Like-new townhouse in the desirable Lake Burden community! This beautifully maintained 3-bedroom plus den/office, 2.5-bath home offers a comfortable and functional layout perfect for modern living. The kitchen features granite countertops, stainless steel appliances, and plenty of cabinet space. Enjoy ceramic tile flooring throughout the first floor and cozy carpet upstairs. The primary suite includes a walk-in closet and an en-suite bathroom. Washer and dryer are conveniently located upstairs. Outside, a private courtyard separates the home from the detached 2-car garage ideal for outdoor dining or relaxing in the evenings. Lake Burden is a sought-after community offering tennis courts, playgrounds, and scenic walking paths around the lake. Located in the heart of Windermere, residents enjoy easy access to top-rated schools, local shops, restaurants, and major highways. Just minutes from Disney, Hamlin Town Center, and Winter Garden Village, this home combines convenience with a peaceful suburban setting. Freshly painted and move-in ready this one is a must-see!

No smoking allowed.
7440 Leighside Dr, Windermere, FL 34786 is a 3 bedroom, 3 bathroom, 1,881 sqft townhouse. It last sold for $209,810 on Feb 24, 2014 (7,671% above the $2,700 asking price). More recently, it was listed as a rental in October 2025 with an asking price of $2,700 per month. That rental listing was removed on October 29, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $409,500, with a rent estimate of $2,755/month.

Home Details for 7440 Leighside Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Carpet, Tile

Property Information

Property Type / Style
Property Type: Townhouse

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 7440 Leighside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
11400 CENTER LAKE DRIVE, Windermere, FL
0.09
Townhouse
$417,500
07/24/26
3
2.5
1,881 sqft
7407 RIPPLEPOINTE WAY, Windermere, FL
0.11
Townhouse
$370,000
12/23/25
3
2.5
1,720 sqft
7432 LEIGHSIDE DRIVE, Windermere, FL
0.01
Townhouse
$465,000
05/11/26
4
2.5
1,898 sqft
7644 RIPPLEPOINTE WAY, Windermere, FL
0.12
Townhouse
$430,000
06/16/26
3
2.5
1,881 sqft
7411 RIPPLEPOINTE WAY, Windermere, FL
0.11
Townhouse
$430,000
02/06/26
3
2.5
1,948 sqft
7545 RIPPLEPOINTE WAY, Windermere, FL
0.10
Townhouse
$425,000
01/29/26
3
2.5
1,620 sqft
11472 CENTER LAKE DRIVE, Windermere, FL
0.06
Townhouse
$429,000
08/14/26
4
2.5
1,898 sqft
8271 MARITIME FLAG STREET #109, Windermere, FL
0.15
Townhouse
$315,000
11/14/25
3
2.5
1,363 sqft
11209 GRANDER DRIVE, Windermere, FL
0.19
Townhouse
$420,000
03/16/26
3
2.5
1,893 sqft
8567 LEELAND ARCHER BOULEVARD, Orlando, FL
0.29
Townhouse
$335,000
04/30/26
3
2.5
1,428 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Rental Market Trends in Windermere

Last updated Sep 2026
Trulia Rent Estimate$2,755/mo
Average rent
$2.96K
$161MoM
Available listings
117
View rental market trends in Windermere, FL

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.
  • Anjalique Creative Concepts
    "We’ve lived in this area for 5 years and absolutely love it! The people in the community are always friendly, welcoming and supportive of one another. All the surrounding neighborhoods are well maintained and there are always organized activities in the community that makes it fun to meet new residents moving in."
    0
    Flag
  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
    0
    Flag
  • Valentina
    "Trick or treating is big but it’s more about small groups of neighbors doing things together rather than large activities in the entire neighborhood."
    0
    Flag
  • Juliana Daurio
    "I moved to Windermere in 2004. When my kids were 3 and 4. This feels like home since then. Now that my kids are gone I see no need to move. I have many nice neighbors and enjoy everything that this area has to offer. "
    0
    Flag
  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
    0
    Flag
  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
    0
    Flag
  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
    0
    Flag
  • Datylberman
    "I work at home so I’m not versed in the commute anywhere.many people in Windermere work at hone also.friends who work downtown are happy with their commute."
    0
    Flag
  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
    0
    Flag
  • Garrett Hendrickson
    "Some home owners don’t want neighbors dogs to relieve themselves in their yard. This is even if you clean up after your pet. "
    0
    Flag
  • Ngandhi62
    "Great areas to walk dogs and great puppy parks. Very close convenient veterinarians and pet supply stores. There are also many pet owners in area, therefore a nice social community is created."
    5
    Flag
  • Sean H.
    "It is a very pet friendly neighborhood. And has many fenced in dog areas and 90% of people are respectful enough to clean up after their dogs."
    3
    Flag
  • Limegreenlilo
    "Quiet & neighbors look out for one another. We have a FB page for residents to help each other out. I have been a resident ten years and love living here. HOA is good and they keep everything nice."
    0
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  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
    3
    Flag
  • Carylpalmerini17
    "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
    3
    Flag
  • Shariel A.
    "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
    1
    Flag
  • Msldancer
    "See lots of dogs in the area, most are very social. But I do not like that some owners do not put their dogs on leashes, they also then get mad when you come by even though you’re dog is leashes as it should be."
    2
    Flag
  • Mckenziejl
    "They would like the many trails and dog parks. Most of the neighborhoods are not gated or man guarded, so you can easily move in and out of them. Each neighborhood is unique and wherher you're going for walk with or without you pet, the time would be enjoyable."
    0
    Flag
  • Jessica
    "30min or less to get to any of the central Florida locations. Some locations can even see fireworks. Traffic can be a little heavy during the am/pm rush but nothing super crazy."
    2
    Flag
  • Stephanie F.
    "Easy to get to Disney. I work on Disney property. High traffic during rush hour times. Very quick during non peak rush hour times. "
    1
    Flag
  • Afanador713
    "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
    0
    Flag
  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
    Flag
  • David M.
    "I’ve lived in Windermere for 3+ years and absolutely love it! Great schools, homes and atmosphere! Wouldnt live in any other neighborhood! "
    0
    Flag
  • Jessica
    "lots of families and super safe and pet friendly. also super active community and lots of greenspace to excercise in. "
    2
    Flag
  • Fabiana B.
    "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
    1
    Flag
  • Dasom.jang
    "It’s a nice and safe area to live in. There isn’t much going on, but there are food truck nights once a month, and farmer’s market on every Saturday in Winter Garden. "
    0
    Flag
  • John F.
    "I have lived in Windermere for 20 years. Very safe and good clean people. The cops are very responsive and people are rich and have class "
    0
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  • Anthony G.
    "People are very family oriented. Neighbors came about the appearance and condition of their property."
    0
    Flag
  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
    0
    Flag
  • Evelyn T.
    "It’s a small oasis away from the hustle and bustle of such a vacation heavy town. I love getting to feel like I’m actually away from work and in a calm space but still be a 20 minute commute."
    1
    Flag
  • Alex P.
    "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
    0
    Flag
  • Jessica M.
    "Great neighborhood, great people, great atmosphere. I always love visiting this area. Communities are kept clean and look inviting. "
    1
    Flag
  • Jamesgkoshy
    "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
    0
    Flag
  • Loypippin
    "It’s a safe area but growing too quickly. Too many new houses and schools getting crowded. The schools are great, but need to be built faster to keep up. "
    1
    Flag
  • Beverly B.
    "It is very safe well lighted small community with many families with and without children. Everyone is friendly and keep their properties in great shape"
    0
    Flag
  • Joanna T.
    "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
    1
    Flag
  • Princess J.
    "Great place to live, and I feel safe in this area. I moved to this area when I moved to Florida and it was the best decision. "
    1
    Flag
  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "
    0
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LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Oct 29, 2025
Source: Zillow Rentals
ListingRemoved
$2,700
Oct 14, 2025
Source: Zillow Rentals
Listed For Rent
$2,700
Apr 24, 2017
Source: Agent Provided
ListingRemoved
$1,750
Mar 24, 2017
Source: Agent Provided
Listed For Rent
$1,750
Jun 7, 2014
Source: Agent Provided
ListingRemoved
$1,800

Frequently asked questions about 7440 Leighside Dr

  • What is 7440 Leighside Dr estimated to be worth?
    Trulia's estimated value for 7440 Leighside Dr in Windermere, FL is $409,500.
  • What is the price history for 7440 Leighside Dr?
    7440 Leighside Dr in Windermere, FL last sold for $209,810 in February 2014.
  • 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 7440 Leighside Dr have air conditioning?
    Yes, 7440 Leighside Dr in Windermere, FL has air conditioning.
  • Does 7440 Leighside Dr have laundry facilities?
    Yes, 7440 Leighside Dr in Windermere, FL has in-unit laundry.

Homes for rent near 7440 Leighside Dr

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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